C8-Alkyne-dU-CEP , CAS No.938186-76-6

CAS: 938186-76-6 Cat. No.: C487376 Formula: C₄₇H₅₅N₄O₈P Molecular Weight: 834.94 PubChem CID: 99694933

Synonyms

C8-Alkyne dU phosphoramidite, 5-(Octa-1,7-diynyl)-3′-O-[(2-cyanoethoxy)(diisopropylamino)-phosphono)]-5′-O- (4,4′-dimethoxytrityl)-2′-deoxyuridine, 5-Octadiynyl-dU CEP

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Description

This functional phosphoramidite is used to introduce click handles univerally (5′ internal and 3′end) into oligonucleotides under standard conditions for solid phase synthesis. Afterwards the oligonucleotide (RNA, PNA, DNA) can be efficiently conjugated using a copper-catalyzed click reaction to azide-functionalized moieties such as fluorescent dye azides and azido amino acids

Specifications

Synonyms

C8-Alkyne dU phosphoramidite, 5-(Octa-1,7-diynyl)-3′-O-[(2-cyanoethoxy)(diisopropylamino)-phosphono)]-5′-O- (4,4′-dimethoxytrityl)-2′-deoxyuridine, 5-Octadiynyl-dU CEP

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

Canonical Smiles

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)C#CCCCCC#C

IUPAC Name

3-[[(2R,3S,5R)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-5-(5-octa-1,7-diynyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile

InChIKey

MKSBKPPIZWOEHY-SSOUGYATSA-N

INCHI

1S/C47H55N4O8P/c1-8-9-10-11-12-14-18-36-32-50(46(53)49-45(36)52)44-31-42(59-60(57-30-17-29-48)51(34(2)3)35(4)5)43(58-44)33-56-47(37-19-15-13-16-20-37,38-21-25-40(54-6)26-22-38)39-23-27-41(55-7)28-24-39/h1,13,15-16,19-28,32,34-35,42-44H,9-12,17,30-31,33H2,2-7H3,(H,49,52,53)/t42-,43+,44+,60?/m0/s1

Isomeric SMILES

CC(C)N(C(C)C)P(OCCC#N)O[C@H]1C[C@@H](O[C@@H]1COC(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)N5C=C(C(=O)NC5=O)C#CCCCCC#C

PubChem CID

99694933

Molecular Weight

834.94

Chemical and Physical Properties

• Flash Point(°F): Not applicable
• Flash Point(°C): Not applicable