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Documentos Principais

D2629

Sigma-Aldrich

6-(Dimethylamino)purine

≥98%

Sinônimo(s):

6-DMAP, N6,N6-Dimethyladenine

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About This Item

Fórmula empírica (Notação de Hill):
C7H9N5
Número CAS:
Peso molecular:
163.18
Beilstein:
7634
Número CE:
Número MDL:
Código UNSPSC:
41106305
ID de substância PubChem:
NACRES:
NA.51

fonte biológica

synthetic (organic)

Ensaio

≥98%

Formulário

powder

pf

259-262 °C (lit.)

solubilidade

water: 50 mg/mL, clear to hazy, colorless to light yellow

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CN(C)c1ncnc2[nH]cnc12

InChI

1S/C7H9N5/c1-12(2)7-5-6(9-3-8-5)10-4-11-7/h3-4H,1-2H3,(H,8,9,10,11)

chave InChI

BVIAOQMSVZHOJM-UHFFFAOYSA-N

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Descrição geral

6-(Dimethylamino)purine (6-DMAP) is a purine-based metabolite with two condensed heterocyclic rings and two methyl groups linked to the amino group of the purine unit of adenine.

Aplicação

6-(Dimethylamino)purine has been used:
  • as a supplement in GR-1 aa medium (bovine medium) for parthenogenetic activation of bovine oocytes to study its potential for embryo development
  • in the activation step during the production of nuclear transfer embryos
  • as a supplement in HCR2aa medium to activate interspecies embryos derived from interspecies somatic cell nuclear transfer (iSCNT) technique

Ações bioquímicas/fisiológicas

6-(Dimethylamino)purine (6-DMAP) is a protein kinase and cyclin-dependent kinase inhibitor. It acts as a secondary metabolite and mediates RNA modification. 6-DMAP is a potent cytokinetic inhibitor and is used in parthenogenesis and meiosis studies. It is also used to promote pronuclei formation in mammalian oocytes. 6-DMAP is a dual fluorescence molecule according to femtosecond fluorescence up-conversion spectroscopy studies.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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Theriogenology, 60(6), 1049-1058 (2003-08-26)
Improvement of the ability to maintain germinal vesicle stage oocytes in vitro is important for the acquisition of developmental competence. Maintaining oocytes at this stage without damaging their quality would allow synchronization of maturation and homogenization of the oocytes population.
Karen Versieren et al.
Fertility and sterility, 96(3), 624-628 (2011-07-22)
To create a pool of frozen donated human oocytes and find the optimal stage for slow controlled-rate freezing of human in vitro matured oocytes. Oocytes at different developmental stages of maturation (germinal vesicle, metaphase I, or metaphase II) and oocytes that
Marcin Szpila et al.
Scientific reports, 9(1), 11859-11859 (2019-08-16)
Postovulatory ageing of mammalian oocytes occurs between their ovulation and fertilization and has been shown to decrease their developmental capabilities. Aged oocytes display numerous abnormalities, including altered Ca2+ signalling. Fertilization-induced Ca2+ oscillations are essential for activation of the embryonic development
Justine Collier
Current opinion in microbiology, 12(6), 722-729 (2009-09-29)
N(6)-methyl-adenines can serve as epigenetic signals for interactions between regulatory DNA sequences and regulatory proteins that control cellular functions, such as the initiation of chromosome replication or the expression of specific genes. Several of these genes encode master regulators of
Wiebke Garrels et al.
PloS one, 6(8), e23573-e23573 (2011-09-08)
Genetic engineering can expand the utility of pigs for modeling human diseases, and for developing advanced therapeutic approaches. However, the inefficient production of transgenic pigs represents a technological bottleneck. Here, we assessed the hyperactive Sleeping Beauty (SB100X) transposon system for

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