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Merck
CN

T8880

Thymidylyl(3′→5′)thymidine ammonium salt

Synonym(s):

TpT

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About This Item

Linear Formula:
C20H27N4O12P · NH3
CAS Number:
Molecular Weight:
563.45
UNSPSC Code:
41106305
PubChem Substance ID:
MDL number:
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assay

~99%

form

solid

storage temp.

−20°C

SMILES string

N.CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)O[C@H]3C[C@@H](O[C@@H]3CO)N4C=C(C)C(=O)NC4=O)O2)C(=O)NC1=O

InChI

1S/C20H27N4O12P.H3N/c1-9-5-23(19(29)21-17(9)27)15-3-11(26)14(35-15)8-33-37(31,32)36-12-4-16(34-13(12)7-25)24-6-10(2)18(28)22-20(24)30;/h5-6,11-16,25-26H,3-4,7-8H2,1-2H3,(H,31,32)(H,21,27,29)(H,22,28,30);1H3/t11-,12-,13+,14+,15+,16+;/m0./s1

InChI key

TUUIEHHWVRHMDA-JQQQFMHGSA-N

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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M S Eller et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(3), 1087-1092 (1996-02-06)
Although the ability of UV irradiation to induce pigmentation in vivo and in vitro is well documented, the intracellular signals that trigger this response are poorly understood. We have recently shown that increasing DNA repair after irradiation enhances UV-induced melanization.
H Li et al.
Bioorganic & medicinal chemistry, 5(5), 787-795 (1997-05-01)
The boranophosphate ester nucleotides are a new class of nucleic acid analogues that are isoelectronic and isostructural to normal phosphodiester nucleic acids and that maintain the anionic charge of the nucleic acid backbone. The two P-diastereoisomers of dithymidine boranomonophosphates were
Tomasz Ostrowski et al.
The Journal of organic chemistry, 68(17), 6502-6510 (2003-08-16)
The synthesis and conformational analysis of 2'-O,5-dimethyluridylyl(3'-5')-2'-O,5-dimethyluridine (1a), the analogue of thymidylyl(3'-5')thymidine (TpT; 1b) in which a methoxy group replaces each 2'-alpha-hydrogen atom, are described. In comparison with TpT, such modification increases the population of the C3'-endo conformer of the
Ruzanna Y Atoyan et al.
Experimental dermatology, 16(8), 671-677 (2007-07-11)
It was previously reported that telomere homologue oligonucleotides (T-oligos) can induce a variety of cellular responses in skin including increased melanogenesis. To assess the effects of T-oligos on hair pigmentation, we administered thymidine dinucleotide (pTT), one-third of the TTAGGG telomere
C A Smith et al.
The Journal of biological chemistry, 273(34), 21933-21940 (1998-08-15)
The role of photoproduct structure, 3' --> 5' exonuclease activity, and processivity on polynucleotide synthesis past photoproducts of thymidylyl-(3' --> 5')-thymidine was investigated. Both Moloney murine leukemia virus reverse transcriptase and 3' --> 5' exonuclease-deficient (exo-) Vent polymerase were blocked

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