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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:
101515-08-6
Molecular Weight:
506.19
MDL number:
MFCD00171614
UNSPSC Code:
41106305
PubChem Substance ID:
24894227
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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Andreas Blecha et al.
Microbial cell factories, 4, 28-28 (2005-10-06)
Native as well as recombinant bacterial cell surface layer (S-layer) protein of Geobacillus (G.) stearothermophilus ATCC 12980 assembles to supramolecular structures with an oblique symmetry. Upon expression in E. coli, S-layer self assembly products are formed in the cytosol. We
David Svec et al.
Frontiers in oncology, 3, 274-274 (2013-11-14)
The interest to analyze single and few cell samples is rapidly increasing. Numerous extraction protocols to purify nucleic acids are available, but most of them compromise severely on yield to remove contaminants and are therefore not suitable for the analysis
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
7-Deaza-2-deoxyguanosine allows PCR and sequencing reactions from CpG islands
Jung A, et al.
Molecular Pathology, 55(1), 55-55 (2002)
Roger Pamphlett et al.
PloS one, 8(7), e70007-e70007 (2013-07-31)
Gene mutations that preferentially affect the CNS have been implicated in a number of neurological disorders. This leads to the possibility that a disease-causing mutation present only in CNS tissues could be missed if it were tested in a blood
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