Phosphoramidites

Storage: Store at -20 °C

InChIKey: OMQYBRGCCIXKCN-IFQFNZHASA-N

Solubility: Soluble in Acetonitrile, DMF

CanonicalSMILES: CC(C)N(C(C)C)P(C)OC1C(OC(C1OC)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

IUPAC Name: 1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[[di(propan-2-yl)amino]-methylphosphanyl]oxy-3-methoxyoxolan-2-yl]pyrimidine-2,4-dione

InChI: InChI=1S/C38H48N3O8P/c1-25(2)41(26(3)4)50(8)49-34-32(48-36(35(34)46-7)40-23-22-33(42)39-37(40)43)24-47-38(27-12-10-9-11-13-27,28-14-18-30(44-5)19-15-28)29-16-20-31(45-6)21-17-29/h9-23,25-26,32,34-36H,24H2,1-8H3,(H,39,42,43)/t32-,34-,35-,36-,50?/m1/s1

Synonyms: Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-methyl-, 3'-[P-methyl-N,N-bis(1-methylethyl)phosphonamidite]; 5'-O-DMTr-2'-O-methyluridine-3'-O-(P-methyl-N,N-diisopropylamino)phosphonamidite; 2'-OMe U Me-amidite; 1-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(((diisopropylamino)(methyl)phosphaneyl)oxy)-3-methoxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; 5'-O-DMTr-2'-OMe-U-3'-O-[P-methyl-(N,N-diisopropyl)]-Phosphoramidite; 5'-O-(4,4'-dimethoxytrityl)-2'-OMe-uridine-3'-O-[P-methyl-(N,N-diisopropyl)]-Phosphoramidite; 2'-O-Methyl Uridine p-methyl phosphonamidite

Storage: Store at -20 °C

InChIKey: BLKYMIQDVIRXHA-OHKMQFRXSA-N

Solubility: Soluble in Acetonitrile, DMF

CanonicalSMILES: N#CCCOP(OC1C(OC(N2C=CC(=O)NC2=S)C1O[Si](C)(C)C(C)(C)C)COC(C=3C=CC=CC3)(C4=CC=C(OC)C=C4)C5=CC=C(OC)C=C5)N(C(C)C)C(C)C

IUPAC Name: 3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-5-(4-oxo-2-sulfanylidenepyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChI: InChI=1S/C45H61N4O8PSSi/c1-31(2)49(32(3)4)58(54-29-15-27-46)56-40-38(55-42(48-28-26-39(50)47-43(48)59)41(40)57-60(10,11)44(5,6)7)30-53-45(33-16-13-12-14-17-33,34-18-22-36(51-8)23-19-34)35-20-24-37(52-9)25-21-35/h12-14,16-26,28,31-32,38,40-42H,15,29-30H2,1-11H3,(H,47,50,59)/t38-,40-,41-,42-,58?/m1/s1

Synonyms: 2'-OTBS 2-Thio-U amidite; Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-2-thio-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]; Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-2-thio-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]; (2R,3R,4R,5R)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-5-(4-oxo-2-thioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite

Storage: Store at -20 °C

InChIKey: WBARYSWSAVXEHP-OOJPWNKJSA-N

CanonicalSMILES: N#CCCOP(OC1CC(OC1COC(C=2C=CC=CC2)(C3=CC=C(OC)C=C3)C4=CC=C(OC)C=C4)N5C=C(C=CCNC(=O)C(F)(F)F)C(=O)NC5=O)N(C(C)C)C(C)C

IUPAC Name: N-[3-[1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]prop-2-enyl]-2,2,2-trifluoroacetamide

InChI: InChI=1S/C44H51F3N5O9P/c1-29(2)52(30(3)4)62(59-25-11-23-48)61-37-26-39(51-27-31(40(53)50-42(51)55)12-10-24-49-41(54)44(45,46)47)60-38(37)28-58-43(32-13-8-7-9-14-32,33-15-19-35(56-5)20-16-33)34-17-21-36(57-6)22-18-34/h7-10,12-22,27,29-30,37-39H,11,24-26,28H2,1-6H3,(H,49,54)(H,50,53,55)/t37-,38+,39+,62?/m0/s1

Synonyms: 5-TFA-aminoallyl-dU Phosphoramidite; Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-[3-[(2,2,2-trifluoroacetyl)amino]-1-propen-1-yl]-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]; Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-[3-[(trifluoroacetyl)amino]-1-propenyl]-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]

Storage: Store at -20°C

InChIKey: QXDBDJDCIBKCKF-QMTPQUJBSA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1CC(OC1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=C(C(=O)NC5=O)F

IUPAC Name: 3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-fluoro-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChI: InChI=1S/C39H46FN4O8P/c1-26(2)44(27(3)4)53(50-22-10-21-41)52-34-23-36(43-24-33(40)37(45)42-38(43)46)51-35(34)25-49-39(28-11-8-7-9-12-28,29-13-17-31(47-5)18-14-29)30-15-19-32(48-6)20-16-30/h7-9,11-20,24,26-27,34-36H,10,22-23,25H2,1-6H3,(H,42,45,46)/t34-,35+,36+,53?/m0/s1

Synonyms: 5-F-dU Phosphoramidite; Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-fluoro-, 3'-[2-cyanoethylbis(1-methylethyl)phosphoramidite]; 5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-fluoro-uridine 3'-[2-cyanoethylbis(1-methylethyl)phosphoramidite]; FdU-amidite; NSC-729744

Storage: Store at -20 °C, sealed storage, away from moisture

Density: 1.31±0.1 g/cm3

Boiling Point: 1889.4±65.0 °C at 760 mmHg

InChIKey: XKEQVRGRWUKTIZ-OLTBZPFJSA-N

Solubility: Soluble in DMSO

CanonicalSMILES: CC(=O)NC1C(C(C(OC1OCCCCC(=O)NCCCNC(=O)CCOCC(COCCC(=O)NCCCNC(=O)CCCCOC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)(COCCC(=O)NCCCNC(=O)CCCCOC3C(C(C(C(O3)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)NC(=O)CCCCCCCCCCC(=O)N4CC(CC4COC(C5=CC=CC=C5)(C6=CC=C(C=C6)OC)C7=CC=C(C=C7)OC)OC(=O)CCC(=O)O)COC(=O)C)OC(=O)C)OC(=O)C

IUPAC Name: 4-[(3R,5S)-1-[12-[[1,3-bis[3-[3-[5-[(2R,3R,4R,5R,6R)-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxypentanoylamino]propylamino]-3-oxopropoxy]-2-[[3-[3-[5-[(2R,3R,4R,5R,6R)-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxypentanoylamino]propylamino]-3-oxopropoxy]methyl]propan-2-yl]amino]-12-oxododecanoyl]-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]pyrrolidin-3-yl]oxy-4-oxobutanoic acid

InChI: InChI=1S/C121H179N11O45/c1-76(133)128-108-114(171-85(10)142)111(168-82(7)139)95(70-164-79(4)136)175-117(108)161-61-29-26-37-98(145)122-55-32-58-125-101(148)52-64-158-73-120(74-159-65-53-102(149)126-59-33-56-123-99(146)38-27-30-62-162-118-109(129-77(2)134)115(172-86(11)143)112(169-83(8)140)96(176-118)71-165-80(5)137,75-160-66-54-103(150)127-60-34-57-124-100(147)39-28-31-63-163-119-110(130-78(3)135)116(173-87(12)144)113(170-84(9)141)97(177-119)72-166-81(6)138)131-104(151)40-24-19-17-15-16-18-20-25-41-105(152)132-68-94(174-107(155)51-50-106(153)154)67-91(132)69-167-121(88-35-22-21-23-36-88,89-42-46-92(156-13)47-43-89)90-44-48-93(157-14)49-45-90/h21-23,35-36,42-49,91,94-97,108-119H,15-20,24-34,37-41,50-75H2,1-14H3,(H,122,145)(H,123,146)(H,124,147)(H,125,148)(H,126,149)(H,127,150)(H,128,133)(H,129,134)(H,130,135)(H,131,151)(H,153,154)/t91-,94+,95+,96+,97+,108+,109+,110+,111-,112-,113-,114+,115+,116+,117+,118+,119+/m0/s1

Synonyms: L-96; Butanedioic acid, 1-[(3R,5S)-5-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-1-[1,12,19,25-tetraoxo-14,14-bis[[3-oxo-3-[[3-[[1-oxo-5-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentyl]amino]propyl]amino]propoxy]methyl]-29-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-16-oxa-13,20,24-triazanonacos-1-yl]-3-pyrrolidinyl] ester; 1-[(3R,5S)-5-[[Bis(4-methoxyphenyl)phenylmethoxy]methyl]-1-[1,12,19,25-tetraoxo-14,14-bis[[3-oxo-3-[[3-[[1-oxo-5-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]pentyl]amino]propyl]amino]propoxy]methyl]-29-[[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-16-oxa-13,20,24-triazanonacos-1-yl]-3-pyrrolidinyl] butanedioate; GalNAc-L96-SA; L-96-Succinic Acid; GalNAc-L96-Succinate

Related CAS: 1159408-62-4 (TEA salt)

Storage: Store at RT

Density: 1.3±0.1 g/cm3

Melting Point: 172-174°C

InChIKey: XFQQPEYYQOKYTE-IOWSJCHKSA-N

CanonicalSMILES: C1C(OC(CN1C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)N5C=NC6=C(N=CN=C65)NC(=O)C7=CC=CC=C7)CO

IUPAC Name: N-[9-[(2R,6S)-6-(hydroxymethyl)-4-tritylmorpholin-2-yl]purin-6-yl]benzamide

InChI: InChI=1S/C36H32N6O3/c43-23-30-21-41(36(27-15-7-2-8-16-27,28-17-9-3-10-18-28)29-19-11-4-12-20-29)22-31(45-30)42-25-39-32-33(37-24-38-34(32)42)40-35(44)26-13-5-1-6-14-26/h1-20,24-25,30-31,43H,21-23H2,(H,37,38,40,44)/t30-,31+/m0/s1

Synonyms: PMO-A Precusor; Morpholino-A(Bz); PMO Adesnosine Precusor; 6-Bz-7'-OH-N-trityl morpholino adenosine; N-[9-[(2R,6S)-6-(Hydroxymethyl)-4-(triphenylmethyl)-2-morpholinyl]-9H-purin-6-yl]benzamide

Storage: Store at 2-8°C

InChIKey: XLVPZSDAOMSDQP-XBADOKRKSA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1(F)F)N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC

IUPAC Name: N-[1-[(2R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3,3-difluorooxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide

InChI: InChI=1S/C46H50F2N5O8P/c1-31(2)53(32(3)4)62(59-29-13-27-49)61-41-39(60-43(46(41,47)48)52-28-26-40(51-44(52)55)50-42(54)33-14-9-7-10-15-33)30-58-45(34-16-11-8-12-17-34,35-18-22-37(56-5)23-19-35)36-20-24-38(57-6)25-21-36/h7-12,14-26,28,31-32,39,41,43H,13,29-30H2,1-6H3,(H,50,51,54,55)/t39-,41-,43-,62?/m1/s1

Synonyms: N4-Bz-DMT-2',2'-difluoro-dC-CE-Phosphoramidite; DMTr-2',2'-difluoro-dC(Bz)-3'-CED-phosphoramidite; Gemcitabine amidite; Gemcitabine 3'-CE phosporamidite; N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2',2'-difluoro-2'-deoxycytidine 3'-O-[(2-cyanoethyl)(N,N-diisopropyl)]phosphoramidite; 5'-O-DMT-N4-Benzoyl-2',2'-difluoro-2'-deoxycytidine 3'-CE phosphoramidite; 5'-DMT-N4-Bz-2',2'-difluoro-dC 3'-CE phosphoramidite

Storage: Store at -20 °C

InChIKey: XUCJAZSCNJHDKP-ANEPUODISA-N

CanonicalSMILES: CC1=CN(C(=O)NC1=O)C2C(C(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)OP(N(C(C)C)C(C)C)OCCC#N)F

IUPAC Name: 3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-fluoro-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChI: InChI=1S/C40H48FN4O8P/c1-26(2)45(27(3)4)54(51-23-11-22-42)53-36-34(52-38(35(36)41)44-24-28(5)37(46)43-39(44)47)25-50-40(29-12-9-8-10-13-29,30-14-18-32(48-6)19-15-30)31-16-20-33(49-7)21-17-31/h8-10,12-21,24,26-27,34-36,38H,11,23,25H2,1-7H3,(H,43,46,47)/t34-,35-,36-,38-,54?/m1/s1

Synonyms: 5-Me-5'-O-DMT-2'-fluoro-2'-Deoxyuridine 3'-CE phosphoramidite; 2'-F T amidite; 2'-Fluoro-dT Phosphoramidite; 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxy-2'-fluoro-5-methyluridine-3'-O-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite; Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-5-methyl-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]; 2'-Fluoro-5MeU-3'-phosphoramidite; DMTr-2'-F-dT-3'-CE-Phosphoramidite; DMT-5-Me-2'-F-dU-CE-Phosphoramidite

Storage: -20°C for long term storage

Density: 1.34±0.1 g/cm3

InChIKey: YPTOIRLDQISSCH-UHFFFAOYSA-N

CanonicalSMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)OC(=O)NC3=NC(=O)N(C=C3)CC(=O)N(CCNC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46)CC(=O)O

IUPAC Name: 2-[[2-[4-(benzhydryloxycarbonylamino)-2-oxopyrimidin-1-yl]acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]amino]acetic acid

InChI: InChI=1S/C39H35N5O8/c45-34(23-44-21-19-33(41-37(44)48)42-39(50)52-36(26-11-3-1-4-12-26)27-13-5-2-6-14-27)43(24-35(46)47)22-20-40-38(49)51-25-32-30-17-9-7-15-28(30)29-16-8-10-18-31(29)32/h1-19,21,32,36H,20,22-25H2,(H,40,49)(H,46,47)(H,41,42,48,50)

Synonyms: 2-[[2-[4-[[(diphenylmethyl)oxy-oxomethyl]amino]-2-oxo-1-pyrimidinyl]-1-oxoethyl]-[2-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]ethyl]amino]acetic acid; 2-[[2-[4-(benzhydryloxycarbonylamino)-2-oxopyrimidin-1-yl]acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]amino]acetic acid

Storage: -20°C for long term storage

Density: 1.39±0.1 g/cm3

Application:

Fmoc-PNA-A(Bhoc)-OH is an Fmoc PNA monomer containing an Fmoc (9-fluorenylmethoxycarbonyl) group for solid phase peptide synthesis and a Bhoc (benzhydryloxycarbonyl) protecting group for specific applications.

1. Solid Phase Peptide Synthesis (SPPS): The solid phase synthesis of PNA oligomers is one of the primary uses of Fmoc-PNA-A(Bhoc)-OH. Stepwise assembly of PNA sequences on a solid support is made possible by the potent approach known as SPPS, which usually makes use of Fmoc chemistry. PNA monomers can be controlled when introduced to the expanding chain while shielding reactive functional groups to avoid unwanted side reactions by using Fmoc-PNA-A(Bhoc)-OH as a building block. PNA oligomers may be synthesized efficiently with high yield and purity using this approach, which is crucial for researching PNA's interactions with other biomolecules and nucleic acids.

2. Antisense therapy: PNA oligomers have demonstrated significant promise as antisense agents for controlling gene expression, particularly those made with Fmoc-PNA-A(Bhoc)-OH. Complementary base pairing allows PNA oligomers to bind particular mRNA sequences, which in turn prevent translation and, eventually, the expression of genes. Using Fmoc-PNA-A(Bhoc)-OH to synthesize antisense PNA oligomers guarantees the stability and specificity of the targeted mRNA, making it a potentially effective molecular treatment for hereditary and other illnesses.

3. Diagnostic instruments: Fmoc-PNA-A(Bhoc)-OH can also be employed to create instruments for the detection of proteins and nucleic acids. PNA can identify target sequences in biological materials with strong binding affinity for complementary DNA/RNA sequences. Researchers can develop extremely sensitive and selective instruments to identify gene mutations, viral infections, and biomarkers linked to a variety of diseases by integrating Fmoc-PNA-A(Bhoc)-OH into probes or biosensors. This application has significant effects on tracking patient response to treatment and enhancing disease diagnosis.

4. Nanotechnology: PNA is a desirable option for nanotechnology applications due to its special qualities, which include stability and hybridization ability. Fmoc-PNA-A(Bhoc)-OH can be conjugated to nanoparticles or other nanostructures to create functional materials for gene editing, targeted drug administration, and imaging applications. The adaptability and programmability of PNA-based nanodevices are improved by the ability to accurately change PNA sequences through solid-phase synthesis techniques, creating new avenues for innovation in nanomedicine and biotechnology.

5. Pharmacogenomics: As personalized medicine continues to advance, PNA oligomers synthesized using Fmoc-PNA-A(Bhoc)-OH may play a key role in pharmacogenomics. By targeting specific genetic variants associated with drug metabolism or disease susceptibility, PNA-based therapies can be tailored to individual patients to improve efficacy and safety.

InChIKey: LVVQRXRVCLWIIO-UHFFFAOYSA-N

CanonicalSMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)OC(=O)NC3=NC=NC4=C3N=CN4CC(=O)N(CCNC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57)CC(=O)O

IUPAC Name: 2-[[2-[6-(benzhydryloxycarbonylamino)purin-9-yl]acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]amino]acetic acid

InChI: InChI=1S/C40H35N7O7/c48-33(46(22-34(49)50)20-19-41-39(51)53-23-32-30-17-9-7-15-28(30)29-16-8-10-18-31(29)32)21-47-25-44-35-37(42-24-43-38(35)47)45-40(52)54-36(26-11-3-1-4-12-26)27-13-5-2-6-14-27/h1-18,24-25,32,36H,19-23H2,(H,41,51)(H,49,50)(H,42,43,45,52)

Synonyms: 2-[[2-[6-[[(diphenylmethyl)oxy-oxomethyl]amino]-9-purinyl]-1-oxoethyl]-[2-[[9H-fluoren-9-ylmethoxy(oxo)methyl]amino]ethyl]amino]acetic acid; 2-[[2-[6-(benzhydryloxycarbonylamino)purin-9-yl]acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]amino]acetic acid

Storage: -20°C for long term storage

Density: 1.4±0.1 g/cm³

InChIKey: ZNHVLNAONKUINW-UHFFFAOYSA-N

CanonicalSMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)OC(=O)NC3=NC4=C(C(=O)N3)N=CN4CC(=O)N(CCNC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57)CC(=O)O

IUPAC Name: 2-[[2-[2-(benzhydryloxycarbonylamino)-6-oxo-1H-purin-9-yl]acetyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]amino]acetic acid

InChI: InChI=1S/C40H35N7O8/c48-32(46(22-33(49)50)20-19-41-39(52)54-23-31-29-17-9-7-15-27(29)28-16-8-10-18-30(28)31)21-47-24-42-34-36(47)43-38(44-37(34)51)45-40(53)55-35(25-11-3-1-4-12-25)26-13-5-2-6-14-26/h1-18,24,31,35H,19-23H2,(H,41,52)(H,49,50)(H2,43,44,45,51,53)

Synonyms: 2-[N-[2-(Fmoc-amino)ethyl]-2-[2-[[(benzhydryloxy)carbonyl]amino]-6-oxo-1H-purin-9(6H)-yl]acetamido]acetic Acid

Storage: -20°C for long term storage

Density: 1.368±0.06 g/cm3

InChIKey: REUYSHQBEXUIRY-UHFFFAOYSA-N

CanonicalSMILES: CC1=CN(C(=O)NC1=O)CC(=O)N(CCNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)CC(=O)O

IUPAC Name: 2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]amino]acetic acid

InChI: InChI=1S/C26H26N4O7/c1-16-12-30(25(35)28-24(16)34)13-22(31)29(14-23(32)33)11-10-27-26(36)37-15-21-19-8-4-2-6-17(19)18-7-3-5-9-20(18)21/h2-9,12,21H,10-11,13-15H2,1H3,(H,27,36)(H,32,33)(H,28,34,35)

Synonyms: Fmoc PNA T OH

Storage: Store at -20 °C

InChIKey: FFXHNCNNHASXCT-RFMFGJHUSA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1O[Si](C)(C)C(C)(C)C)N2C=NC3=C(N=CN=C32)NC(=O)C4=CC=CC=C4)COC(C5=CC=CC=C5)(C6=CC=C(C=C6)OC)C7=CC=C(C=C7)OC

IUPAC Name: N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]purin-6-yl]benzamide

InChI: InChI=1S/C53H66N7O8PSi/c1-36(2)60(37(3)4)69(65-32-18-31-54)67-46-44(33-64-53(39-21-16-13-17-22-39,40-23-27-42(62-8)28-24-40)41-25-29-43(63-9)30-26-41)66-51(47(46)68-70(10,11)52(5,6)7)59-35-57-45-48(55-34-56-49(45)59)58-50(61)38-19-14-12-15-20-38/h12-17,19-30,34-37,44,46-47,51H,18,32-33H2,1-11H3,(H,55,56,58,61)/t44-,46-,47-,51-,69?/m1/s1

Synonyms: Bz-rA Phosphoramidite; DMT-2'O-TBDMS-rA(Bz) Phosphoramidite; 5'-O-DMT-2'-O-tert-Butyldimethylsiyl-N6-Benzoyl-adenosine 3'-CE phosphoramidite; N6-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine 3'-CE phosphoramidite; 5'-O-DMT-2'-O-TBDMS-rA(Bz) 3'-CE phosphoramidite; DMT-2'-O-TBDMS-A(Bz)-CE-Phosphoramidite; N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(t-butyl-dimethylsilyl)-adenosine-3'-cyanoethyl Phosphoramidite

Storage: Store at 2-8 °C

InChIKey: UVUOJOLPNDCIHL-XKZJCBTISA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1OC)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

IUPAC Name: 3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)-4-methoxyoxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChI: InChI=1S/C40H49N4O9P/c1-27(2)44(28(3)4)54(51-25-11-23-41)53-36-34(52-38(37(36)49-7)43-24-22-35(45)42-39(43)46)26-50-40(29-12-9-8-10-13-29,30-14-18-32(47-5)19-15-30)31-16-20-33(48-6)21-17-31/h8-10,12-22,24,27-28,34,36-38H,11,25-26H2,1-7H3,(H,42,45,46)/t34-,36-,37-,38-,54?/m1/s1

Synonyms: 5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyluridine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; 2'-Deoxy-2'-O-Me-5'-O-DMT-Uridine-3'-CED Phosphoramidite; 2'-OMe-U-CEP; 5'-Dimethoxytrityl-Uridine, 2'-O-methyl, 3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite; 2'-O-Methyl-3'-O-[2-cyanoethoxy(diisopropylamino)phosphino]-5'-O-(4,4'-dimethoxytrityl)uridine

Storage: Store at -20 °C, under nitrogen

InChIKey: SKNLXHRBXYGJOC-ZMHKPELYSA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1O[Si](C)(C)C(C)(C)C)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

IUPAC Name: 3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[tert-butyl(dimethyl)silyl]oxy-5-(2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChI: InChI=1S/C45H61N4O9PSi/c1-31(2)49(32(3)4)59(55-29-15-27-46)57-40-38(56-42(48-28-26-39(50)47-43(48)51)41(40)58-60(10,11)44(5,6)7)30-54-45(33-16-13-12-14-17-33,34-18-22-36(52-8)23-19-34)35-20-24-37(53-9)25-21-35/h12-14,16-26,28,31-32,38,40-42H,15,29-30H2,1-11H3,(H,47,50,51)/t38-,40-,41-,42-,59?/m1/s1

Synonyms: rU Phosphoramidite; (2R,3R,4R,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite; DMT-2'-O-TBDMS-rU Phosphoramidite; 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]uridine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite; 2'-O-tert-Butyldimethylsilyl-5'-O-DMT-uridine 3'-CE phosphoramidite; 5'-DMT-2'-O-TBDMS-Uridine Phosphoramidite; DMT-2'-O-TBDMS-U-CE-Phosphoramidite; 5'-O-(4,4'-Dimethoxytrityl)-2'-O-(t-butyl-dimethylsilyl)-uridine-3'-cyanoethyl Phosphoramidite

Storage: Store at 2-8 °C

InChIKey: QKWKXYVKGFKODW-YOEDQOPESA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1O[Si](C)(C)C(C)(C)C)N2C=CC(=NC2=O)NC(=O)C)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

IUPAC Name: N-[1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-oxopyrimidin-4-yl]acetamide

InChI: InChI=1S/C47H64N5O9PSi/c1-32(2)52(33(3)4)62(58-30-16-28-48)60-42-40(59-44(43(42)61-63(11,12)46(6,7)8)51-29-27-41(49-34(5)53)50-45(51)54)31-57-47(35-17-14-13-15-18-35,36-19-23-38(55-9)24-20-36)37-21-25-39(56-10)26-22-37/h13-15,17-27,29,32-33,40,42-44H,16,30-31H2,1-12H3,(H,49,50,53,54)/t40-,42-,43-,44-,62?/m1/s1

Synonyms: N-Acetyl-5'-O-(4,4-dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]cytidine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N4-Acetyl-cytidine 3'-CE phosphoramiditee; 5'-O-(4,4'-DiMethoxytrityl)-N4-acetyl-2'-O-t-butyldimethylsilylcytidine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite; 5'-O-DMTr-N4-Ac-2'-O-TBDMS-cytidine-3'-CED PhosphoraMidite; DMT-2'-O-TBDMS-rC(ac) Phosphoramidite; 2'-TBDMS-Ac-rC-CE-Phosphoramidite; 5'-DMT-2'-O-TBDMS-N4-Acetyl-Cytidine Phosphoramidite

Related CAS: 237060-94-5 (S-isomer)

Storage: Store at -20 °C

InChIKey: HQHQPAYRJJMYQX-DJTPZYMWSA-N

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1F)N2C=CC(=O)NC2=O)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

IUPAC Name: 3-[[(2R,3R,4R,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(2,4-dioxopyrimidin-1-yl)-4-fluorooxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChI: InChI=1S/C39H46FN4O8P/c1-26(2)44(27(3)4)53(50-24-10-22-41)52-36-33(51-37(35(36)40)43-23-21-34(45)42-38(43)46)25-49-39(28-11-8-7-9-12-28,29-13-17-31(47-5)18-14-29)30-15-19-32(48-6)20-16-30/h7-9,11-21,23,26-27,33,35-37H,10,24-25H2,1-6H3,(H,42,45,46)/t33-,35-,36-,37-,53?/m1/s1

Synonyms: 2'-F-dU Phosphoramidite; DMT-2'Fluoro-dU Phosphoramidite; 5'-O-Dimethoxytrityl-2'-fluoro-2'-deoxyuridine 3'-CE phosphoramidite; 2'-Deoxy-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-fluorouridine 3-CE phosphoramidite; DMT-2'-Fluoro-dU amidite; 2'-Fluoro-2'-deoxy Uridine CED Phosphoramidite; 2'-Deoxy-5'-O-DMT-2'-fluorouridine 3-CE phosphoramidite; 5'-O-DMT-2'-F-dU 3'-CE phosphoramidite

Storage: Store at -20 °C

InChIKey: PGJKESPHANLWME-FTZVBZPOSA-N

CanonicalSMILES: CC(C)C(=O)NC1=NC2=C(C(=O)N1)N=CN2C3C(C(C(O3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)OP(N(C(C)C)C(C)C)OCCC#N)O[Si](C)(C)C(C)(C)C

IUPAC Name: N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide

InChI: InChI=1S/C50H68N7O9PSi/c1-32(2)45(58)54-48-53-44-41(46(59)55-48)52-31-56(44)47-43(66-68(12,13)49(7,8)9)42(65-67(63-29-17-28-51)57(33(3)4)34(5)6)40(64-47)30-62-50(35-18-15-14-16-19-35,36-20-24-38(60-10)25-21-36)37-22-26-39(61-11)27-23-37/h14-16,18-27,31-34,40,42-43,47H,17,29-30H2,1-13H3,(H2,53,54,55,58,59)/t40-,42-,43-,47-,67?/m1/s1

Synonyms: 5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]-N-isobutyrylguanosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite; iBu-rG CE phosphoramidite; DMT-2'-O-TBDMS-rG(iBu) Phosphoramidite; 5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(diisopropylamino)phosphino]-2'-O-[dimethyl(2-methyl-2-propanyl)silyl]-N-isobutyrylguanosine; 5'-O-DMT-2'-O-TBDMS-N2-Isobutyryl-Guanosine-CE Phosphoramidite; 2'-TBDMS-ibu-G-CE-Phosphoramidite; DMT-2'-O-TBDMS-G(iBu)-CE-Phosphoramidite; N2-Isobutyryl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(t-butyl-dimethylsilyl)-guanosine-3'-cyanoethyl Phosphoramidite

Storage: Store at -20 °C, under inert atmosphere

Melting Point: 138-140 °C

InChIKey: IRRDHRZUOZNWDJ-MLLDKZSOSA-N

Solubility: Soluble in Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly, Sonicated)

CanonicalSMILES: CC(C)C(=O)NC1=NC2=C(C(=O)N1)N=CN2C3C(C(C(O3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)OP(N(C(C)C)C(C)C)OCCC#N)OC

IUPAC Name: N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3-methoxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide

InChI: InChI=1S/C45H56N7O9P/c1-28(2)41(53)49-44-48-40-37(42(54)50-44)47-27-51(40)43-39(57-9)38(61-62(59-25-13-24-46)52(29(3)4)30(5)6)36(60-43)26-58-45(31-14-11-10-12-15-31,32-16-20-34(55-7)21-17-32)33-18-22-35(56-8)23-19-33/h10-12,14-23,27-30,36,38-39,43H,13,25-26H2,1-9H3,(H2,48,49,50,53,54)/t36-,38-,39-,43-,62?/m1/s1

Synonyms: 5'-O-DMTr-N2-iBu-2'-O-Me-guanosine-3'-CED phosphoramidite; 5'-O-(4,4'-Dimethoxytrityl)-N2-isobutyroyl-2'-O-methylguanosine-3'-O-[(2-cyanoethyl)(N,N-diisopropyl)]phosphoramidite; 5'-O-DMT-N2-isobutyryl-2'-O-methylguanosine 3'-CE phosphoramidite; 2'-OMe-iBu-G CE phosphoramidite; 5'-O-DMT-2'-O-Me-G(iBu) phosporamidite; DMT-2'-O-Me-rG(iBu) amidite; N2-Isobutyryl-5'-O-(4,4'-Dimethoxytrityl)-2'-O-methyl-Guanosine-3'-CE-Phosphoramidite

Storage: Store at -20 °C, under inert atmosphere

Melting Point: 102-104 °C

InChIKey: WNWUMIPFLOKTEZ-UAQIPLLRSA-N

Solubility: Soluble in DMSO (Slightly), Methanol (Slightly)

CanonicalSMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1OC)N2C=CC(=NC2=O)NC(=O)C)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

IUPAC Name: N-[1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxy-3-methoxyoxolan-2-yl]-2-oxopyrimidin-4-yl]acetamide

InChI: InChI=1S/C42H52N5O9P/c1-28(2)47(29(3)4)57(54-26-12-24-43)56-38-36(55-40(39(38)52-8)46-25-23-37(44-30(5)48)45-41(46)49)27-53-42(31-13-10-9-11-14-31,32-15-19-34(50-6)20-16-32)33-17-21-35(51-7)22-18-33/h9-11,13-23,25,28-29,36,38-40H,12,26-27H2,1-8H3,(H,44,45,48,49)/t36-,38-,39-,40-,57?/m1/s1

Synonyms: N4-Acetyl-5'-O-DMT-2'-O-methylcytidine 3'-CE phosphoramidite; 2'-OMe-Ac-C CE phosphoramidite; N-acetyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-methyl-Cytidine 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]; DMT-2'-O-methyl-rC(Ac) amidite; 5'-O-(4,4'-Dimethoxytrityl)-N4-Acetyl-2'-O-methylcytidine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite; DMT-2'-OMe-C(Ac)-CE-Phosphoramidite; N4-Acetyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-methyl-cytidine-3'-CE-phosphoramidite