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5'-O-DMT-2'-O-TBDMS-N4-Benzoyl-5-Methy-Cytidine 3'-CE phosphoramidite
5'-O-DMT-2'-O-TBDMS-N4-Benzoyl-5-Methy-Cytidine 3'-CE phosphoramidite, an indispensable tool in biomedicine, is utilized for oligonucleotide synthesis. Its application extends to treatments for cancer, viral infections, and genetic disorders, imparting significant progress in medical science. This product aptly aids the creation of innovative drugs and therapies that can possibly enhance patient outcomes.
* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.
Catalog
BRP-01747
Synonyms
5-Me-rC(Bz) phosphoramidite; 5-Methyl Cytidine CED phosphoramidite; 5-Me-DMT-2'-O-TBDMS-C(Bz)-CE-Phosphoramidite; Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-5-methyl-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite]
CAS
160107-14-2
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]-5-methyl-2-oxopyrimidin-4-yl]benzamide
Molecular Weight
978.21
Molecular Formula
C53H68N5O9PSi
Canonical SMILES
CC1=CN(C(=O)N=C1NC(=O)C2=CC=CC=C2)C3C(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
InChI
InChI=1S/C53H68N5O9PSi/c1-36(2)58(37(3)4)68(64-33-19-32-54)66-46-45(35-63-53(40-22-17-14-18-23-40,41-24-28-43(61-9)29-25-41)42-26-30-44(62-10)31-27-42)65-50(47(46)67-69(11,12)52(6,7)8)57-34-38(5)48(56-51(57)60)55-49(59)39-20-15-13-16-21-39/h13-18,20-31,34,36-37,45-47,50H,19,33,35H2,1-12H3,(H,55,56,59,60)/t45-,46-,47-,50-,68?/m1/s1
InChIKey
CSRPNZIUSKVNCV-YIZRFDMBSA-N
Purity
≥98%
Appearance
White to Off-white powder
Storage
Store at -20 °C
Chemical Structure:
Reference Reading
1. A universal, photocleavable DNA base: nitropiperonyl 2'-deoxyriboside
M C Pirrung, X Zhao, S V Harris. J Org Chem. 2001 Mar 23;66(6):2067-71. doi: 10.1021/jo001594r.
A universal, photochemically cleavable DNA base analogue would add desirable versatility to a number of methods in molecular biology. A novel C-nucleoside, nitropiperonyl deoxyriboside (NPdR, P), has been investigated for this purpose. NPdR can be converted to its 5'-DMTr-3'-CE-phosphoramidite and was incorporated into pentacosanucleotides by conventional synthesis techniques. The destabilizing effect on hybrid formation with a complementary strand when this P base opposes A, T, and G was found to be 3-5 kcal/mol, but 9 kcal/mol when it opposes C. Brief irradiation (lambda > 360 nm, 20 min) of DNA containing the P base and piperidine treatment causes strand cleavage giving the 3'- and 5'-phosphates. Two significant recent interests, universal/non-hydrogen-bonding base analogues and photochemical backbone cleavage, have thus been combined in a single molecule that serves as a light-based DNA scissors.
