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258504

Sigma-Aldrich

N4-Benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxycytidine

95%

Synonym(s):

Bz-DMT-dC

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About This Item

Empirical Formula (Hill Notation):
C37H35N3O7
CAS Number:
Molecular Weight:
633.69
Beilstein/REAXYS Number:
601627
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

solid

functional group

amide
ether
hydroxyl
phenyl

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)C(OC[C@H]2O[C@H](C[C@@H]2O)N3C=CC(NC(=O)c4ccccc4)=NC3=O)(c5ccccc5)c6ccc(OC)cc6

InChI

1S/C37H35N3O7/c1-44-29-17-13-27(14-18-29)37(26-11-7-4-8-12-26,28-15-19-30(45-2)20-16-28)46-24-32-31(41)23-34(47-32)40-22-21-33(39-36(40)43)38-35(42)25-9-5-3-6-10-25/h3-22,31-32,34,41H,23-24H2,1-2H3,(H,38,39,42,43)/t31-,32+,34+/m0/s1

InChI key

MYSNCIZBPUPZMQ-VOTWKOMSSA-N

General description

The 3′-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite derivatives of N4-benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxycytidine (DMT-dCBz) participates in Diels-Alder reaction between diene-modified oligonucleotides and maleimide-derivatized peptides[1].

Application

N4-Benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′-deoxycytidine has been used as research tool for anti-viral and anti-cancer studies[2].

pictograms

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signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


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Vicente Marchán et al.
Nucleic acids research, 34(3), e24-e24 (2006-02-16)
The Diels-Alder reaction between diene-modified oligonucleotides and maleimide-derivatized peptides afforded peptide-oligonucleotide conjugates with high purity and yield. Synthesis of the reagents was easily accomplished by on-column derivatization of the corresponding peptides and oligonucleotides. The cycloaddition reaction was carried out in
Aldrichimica Acta, 20, 52-52 (1987)

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