A clickable form of NAD+
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8-Bu(3-yne)T-NAD+ (sodium salt)

Item No. 38477

Technical Information
Formal Name
8-(3-butyn-1-ylthio)-adenosine 5′-(trihydrogen diphosphate), P′→5′-ester with 3-(aminocarbonyl)-1-β-D-ribofuranosylpyridinium, inner salt, compd. with N,N-diethylethanamine, monosodium salt
CAS Number
2022926-15-2
Synonyms
  • Click TagTM 8-Bu(3-yne)T-NAD
  • 8-Bu(3-yne)T-Nicotinamide adenine dinucleotide
  • β-Nicotinamide-8-(3-butynylthio)adenine dinucleotide
Molecular Formula
C25H30N7O14P2S • Na
Formula Weight
Purity
≥95%
A solid
Water: Soluble
SMILES
O[C@@H]1[C@H](O)[C@@H](COP([O-])(OP(OC[C@@H]2[C@@H](O)[C@@H](O)[C@H]([N+]3=CC=CC(C(N)=O)=C3)O2)([O-])=O)=O)O[C@H]1N4C(SCCC#C)=NC5=C(N)N=CN=C54.[Na+]
InChi Code
InChI=1S/C25H31N7O14P2S.Na/c1-2-3-7-49-25-30-15-20(26)28-11-29-22(15)32(25)24-19(36)17(34)14(45-24)10-43-48(40,41)46-47(38,39)42-9-13-16(33)18(35)23(44-13)31-6-4-5-12(8-31)21(27)37;/h1,4-6,8,11,13-14,16-19,23-24,33-36H,3,7,9-10H2,(H5-,26,27,28,29,37,38,39,40,41);/q;+1/p-1/t13-,14-,16-,17-,18-,19-,23-,24-;/m1./s1
InChi Key
VMWIDOUNOKMEJQ-RGINARMRSA-M
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    8-Bu(3-yne)T-NAD+ is a clickable form of the signaling molecule and enzyme cofactor NAD+ (Item No. 16077).1,2 It has been used in the determination of poly(ADP-ribose) polymerase 1- (PARP1-), PARP2-, and PARP3-dependent genomic ADP-ribosylation sites and PARP7 protein substrates using analog-sensitive gatekeeper mutants of these proteins.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gibson, B.A., Zhang, Y., Jiang, H., et alChemical genetic discovery of PARP targets reveals a role for PARP-1 in transcription elongation. Science 353(6294), 45-50 (2016).

    2. Parsons, L.H.P., Challa, S., Gibson, B.A., et alIdentification of PARP-7 substrates reveals a role for MARylation in microtubule control in ovarian cancer cells. Elife 10, e60481 (2021).