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Merck

D2629

Sigma-Aldrich

6-(Dimethylamino)purine

≥98%

Sinónimos:

6-DMAP, N6,N6-Dimethyladenine

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About This Item

Fórmula empírica (notación de Hill):
C7H9N5
Número de CAS:
Peso molecular:
163.18
Beilstein/REAXYS Number:
7634
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

assay

≥98%

form

powder

mp

259-262 °C (lit.)

solubility

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

storage temp.

−20°C

SMILES string

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)

InChI key

BVIAOQMSVZHOJM-UHFFFAOYSA-N

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General description

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.

Application

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

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Visite la Librería de documentos

Gaid Le Beux et al.
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
De Cheng et al.
PloS one, 7(12), e51778-e51778 (2012-12-20)
Porcine induced pluripotent stem (piPS) cell lines have been generated recently by using a cocktail of defined transcription factors, however, the features of authentic piPS cells have not been agreed upon and most of published iPS clones did not meet
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

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