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D8783

Sigma-Aldrich

7-Deaza-2′-deoxyguanosine 5′-triphosphate lithium salt

10 mM in H2O

Synonym(s):

−N7-dGTP, 7-Deaza-dGTP

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About This Item

Empirical Formula (Hill Notation):
C11H17N4O13P3
CAS Number:
Molecular Weight:
506.19
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.52

biological source

Porcine muscle
rabbit muscle

Assay

≥95% (HPLC)

form

liquid

concentration

10 mM in H2O

color

colorless

shipped in

dry ice

storage temp.

−20°C

SMILES string

NC1=NC(=O)c2ccn(C3CC(O)C(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O3)c2N1

InChI

1S/C11H17N4O13P3/c12-11-13-9-5(10(17)14-11)1-2-15(9)8-3-6(16)7(26-8)4-25-30(21,22)28-31(23,24)27-29(18,19)20/h1-2,6-8,16H,3-4H2,(H,21,22)(H,23,24)(H2,18,19,20)(H3,12,13,14,17)

InChI key

DLLXAZJTLIUPAI-UHFFFAOYSA-N

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Application

7-Deaza-2′-deoxyguanosine 5′-triphosphate lithium salt has been used as a lysis agent to evaluate its efficiency on direct cell lysis, RNA stability, and compatibility with downstream reverse transcription quantitative real-time PCR during the analyzes of samples with small numbers of cells.

Biochem/physiol Actions

7-Deaza-2′-deoxyguanosine 5′-triphosphate (7-deaza-dGTP) competes with natural substrate dGTP and blocks the telomerase activity. This nucleotide once incorporated into the telomere alters the secondary structure of the telomere making it difficult for telomerase to identify it for further telomere synthesis. This dGTP analog pairs weakly with conventional bases to minimize DNA secondary structures, while being a good substrate for DNA polymerases. 7-deaza-dGTP in combination with dimethyl sulfoxide (DMSO) and betaine enhances the polymerase chain reaction (PCR) amplification of GC-rich DNA sequences.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Tatsuo Hata et al.
The Journal of molecular diagnostics : JMD, 20(1), 46-55 (2017-12-13)
Telomere end-to-end fusions are an important source of chromosomal instability that arise in cells with critically shortened telomeres. We developed a nested real-time quantitative PCR method for telomere fusion detection in pancreatic ductal adenocarcinomas, intraductal papillary mucinous neoplasms (IPMNs), and
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Paulina H Wanrooij et al.
Nucleic acids research, 40(20), 10334-10344 (2012-09-12)
In human mitochondria the transcription machinery generates the RNA primers needed for initiation of DNA replication. A critical feature of the leading-strand origin of mitochondrial DNA replication is a CG-rich element denoted conserved sequence block II (CSB II). During transcription

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