Nucleosides - RNA / BOC Sciences

7-Deaza-2'-O-methylguanosine

Description: 7-Deaza-2'-O-methylguanosine is a modified nucleoside where the nitrogen at position 7 of the guanine base is replaced by a carbon atom (7-deaza modification) and the 2'-hydroxyl group of the ribose sugar is substituted with a methyl group. These modifications enhance the compound's chemical stability and reduce susceptibility to enzymatic degradation. It is commonly used in RNA-related studies, particularly in therapeutic oligonucleotides and structural investigations, where it improves duplex stability and modulates interactions with proteins or enzymes.

CAT: BRP-02489

CAS: 444018-81-9

Molecular Formula: C12H16N4O5

Molecular Weight: 296.28

Purity: ≥95%

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Density: 1.83±0.1 g/cm3

Boiling Point: 621.5±65.0 °C at 760 mmHg

InChIKey: XYEPWVPUXZZYMN-KCGFPETGSA-N

CanonicalSMILES: CO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC3=C2N=C(NC3=O)N)CO)O

IUPAC Name: 2-amino-7-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-3H-pyrrolo[2,3-d]pyrimidin-4-one

InChI: InChI=1S/C12H16N4O5/c1-20-8-7(18)6(4-17)21-11(8)16-3-2-5-9(16)14-12(13)15-10(5)19/h2-3,6-8,11,17-18H,4H2,1H3,(H3,13,14,15,19)/t6-,7-,8-,11-/m1/s1

Synonyms: 2-Amino-3,7-dihydro-7-(2-O-methyl-β-D-ribofuranosyl)-4H-pyrrolo[2,3-d]pyrimidin-4-one; 2-Amino-1,7-dihydro-7-(2-O-methyl-β-D-ribofuranosyl)-4H-pyrrolo[2,3-d]pyrimidin-4-one; O2'-Methyl-7-carba-guanosine; 2-Amino-7-(2-O-methyl-beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one; 2-Amino-7-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxy-tetrahydrofuran-2-yl]-3H-pyrrolo[2,3-d]pyrimidin-4-one; 7-Deaza-2'-O-methyl guanosine

DMT-(C-Et)-LNA-5MeC(Bz)

Description: DMT-(C-Et)-LNA-5MeC(Bz) is a modified nucleoside designed for oligonucleotide synthesis. The structure features a cytidine base, with a benzoyl (Bz) group attached to the N-position of the base, and a methyl (Me) group at the C-5 position of the base, which enhances the stability and specificity of the molecule. The 5'-hydroxyl group is protected with a dimethoxytrityl (DMTr) group for efficient solid-phase coupling during synthesis. This modified nucleoside is used in RNA synthesis to improve the stability, resistance to degradation, and binding affinity of the resulting oligonucleotides, particularly for therapeutic or research applications.

CAT: BRP-02491

CAS: 1197033-15-0

Molecular Formula: C40H39N3O8

Molecular Weight: 689.77

Purity: ≥95%

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Density: 1.30±0.1 g/cm3

InChIKey: AFTJLHRAMSXQPN-ZUOZLFIESA-N

CanonicalSMILES: C[C@H]1[C@]2([C@H]([C@@H](O1)[C@@H](O2)N3C=C(C(=NC3=O)NC(=O)C4=CC=CC=C4)C)O)COC(C5=CC=CC=C5)(C6=CC=C(C=C6)OC)C7=CC=C(C=C7)OC

IUPAC Name: N-[1-[(1R,3R,4R,6S,7S)-1-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-7-hydroxy-6-methyl-2,5-dioxabicyclo[2.2.1]heptan-3-yl]-5-methyl-2-oxopyrimidin-4-yl]benzamide

InChI: InChI=1S/C40H39N3O8/c1-25-23-43(38(46)42-35(25)41-36(45)27-11-7-5-8-12-27)37-33-34(44)39(51-37,26(2)50-33)24-49-40(28-13-9-6-10-14-28,29-15-19-31(47-3)20-16-29)30-17-21-32(48-4)22-18-30/h5-23,26,33-34,37,44H,24H2,1-4H3,(H,41,42,45,46)/t26-,33+,34-,37+,39-/m0/s1

Synonyms: N-[1-[2,5-Anhydro-4-C-[[bis(4-methoxyphenyl)phenylmethoxy]methyl]-6-deoxy-α-L-mannofuranosyl]-1,2-dihydro-5-methyl-2-oxo-4-pyrimidinyl]benzamide; 5'-O-DMTr-cEt-BNA-N-Bz-Me-Cytidine; 5'-O-DMT cEt 5MeC(Bz)

5'-O-DMTr-2'-O,4'-C-methylene adenosine

Description: 5'-O-DMTr-2'-O,4'-C-methylene adenosine is a modified nucleoside designed for use in oligonucleotide synthesis. It features an adenosine base, with a 2'-O modification and a 4'-C-methylene linkage to the ribose sugar, which introduces additional stability by altering the sugar's conformation. The 5'-hydroxyl group is protected with a dimethoxytrityl (DMTr) group, allowing for efficient coupling during solid-phase synthesis. This modification improves the stability of the resulting oligonucleotides, reducing susceptibility to nucleases and enhancing their performance in research and therapeutic applications, such as gene editing or antisense oligonucleotide therapies.

CAT: BRP-02492

Molecular Formula: C32H31N5O6

Molecular Weight: 581.63

Purity: ≥95%

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InChIKey: IQBHDBCOXDJIJI-QGBBYCRPSA-N

CanonicalSMILES: O[C@H]1[C@@H](OC2)[C@H](N3C(N=CN=C4N)=C4N=C3)O[C@]12COC(C5=CC=C(OC)C=C5)(C6=CC=CC=C6)C7=CC=C(OC)C=C7

IUPAC Name: (1R,3R,4R,7S)-3-(6-amino-9H-purin-9-yl)-1-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

InChI: InChI=1S/C32H31N5O6/c1-39-23-12-8-21(9-13-23)32(20-6-4-3-5-7-20,22-10-14-24(40-2)15-11-22)42-17-31-16-41-26(27(31)38)30(43-31)37-19-36-25-28(33)34-18-35-29(25)37/h3-15,18-19,26-27,30,38H,16-17H2,1-2H3,(H2,33,34,35)/t26-,27+,30-,31-/m1/s1

Synonyms: DMTr-LNA-A; 5'-DMTr-2'-O,4'-C-methyleneadenosine; 9-[2,5-Anhydro-4-(hydroxymethyl)-α-L-lyxofuranosyl]-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-9H-purin-6-amine; 5'-DMTr-2'-O-4'-C-Locked-rA

5'-O-Sulfamoyladenosine

Description: 5'-O-Sulfamoyladenosine, a natural antitumor agent, is a modified adenosine derivative in which the 5'-hydroxyl group of the ribose sugar is replaced with a sulfamoyl (-SO2NH2) group. This modification introduces a sulfonamide functionality, altering the chemical and biological properties of the nucleoside. 5'-O-Sulfamoyladenosine is commonly used as a structural analog in biochemical studies, particularly to investigate enzymatic mechanisms involving adenosine-containing substrates, such as kinases or ligases. Its unique functional group also makes it a potential scaffold in drug design for targeting nucleotide-binding enzymes.

CAT: BRP-02494

CAS: 25030-31-3

Molecular Formula: C10H14N6O6S

Molecular Weight: 346.32

Purity: ≥95%

Appearance: White to off-white solid

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

Density: 2.24±0.1 g/cm3

Melting Point: 170 °C

Boiling Point: 762.4±70.0 °C at 760 mmHg

InChIKey: GNZLUJQJDPRUTD-KQYNXXCUSA-N

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

CanonicalSMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COS(=O)(=O)N)O)O)N

IUPAC Name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl sulfamate

InChI: InChI=1S/C10H14N6O6S/c11-8-5-9(14-2-13-8)16(3-15-5)10-7(18)6(17)4(22-10)1-21-23(12,19)20/h2-4,6-7,10,17-18H,1H2,(H2,11,13,14)(H2,12,19,20)/t4-,6-,7-,10-/m1/s1

Synonyms: Adenosine, 5'-sulfamate; 5'-O-Sulfamoyl adenosine; Sulfamic acid, 5'-ester with adenosine; NSC 133114; 5'-O-(Sulfamoyl)adenosine; 5''''-O-Sulfamoyladenosine; ((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl sulfamate

2'-O-Hexadecanyluridine

Description: 2'-O-Hexadecanyluridine is a modified uridine nucleoside where a hexadecanyl group (a long 16-carbon alkyl chain) is attached to the 2'-hydroxyl group of the ribose sugar. This lipid modification significantly enhances the hydrophobicity of the molecule, making it amphiphilic. Such modifications are often employed in the development of nucleic acid-based therapeutics, including RNA and antisense oligonucleotides, to improve cellular uptake, binding affinity, and stability. The lipid chain can also facilitate interactions with lipid membranes, making this compound useful in drug delivery systems or in studying membrane-nucleoside interactions.

CAT: BRP-02495

CAS: 2382942-69-8

Molecular Formula: C25H44N2O6

Molecular Weight: 468.63

Purity: ≥97%

Appearance: White or off-white solid

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Storage: Store at 2-8 °C

Density: 1.140±0.10 g/cm3

InChIKey: SLIDHFCKSCWDEF-MSNJVRRCSA-N

CanonicalSMILES: CCCCCCCCCCCCCCCCO[C@@H]1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)O

IUPAC Name: 1-[(2R,3R,4R,5R)-3-hexadecoxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

InChI: InChI=1S/C25H44N2O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18-32-23-22(30)20(19-28)33-24(23)27-17-16-21(29)26-25(27)31/h16-17,20,22-24,28,30H,2-15,18-19H2,1H3,(H,26,29,31)/t20-,22-,23-,24-/m1/s1

Synonyms: 2'-O-Hexadecyl-uridine; 2'-O-Hexadecyluridine; 1-((2R,3R,4R,5R)-3-(Hexadecyloxy)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione