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D2629

Sigma-Aldrich

6-(Dimethylamino)purine

≥98%

Synonyme(s) :

6-DMAP, N6,N6-Dimethyladenine

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About This Item

Formule empirique (notation de Hill):
C7H9N5
Numéro CAS:
938-55-6
Poids moléculaire :
163.18
Numéro Beilstein :
7634
Numéro CE :
213-344-3
Numéro MDL:
MFCD00005573
Code UNSPSC :
41106305
ID de substance PubChem :
24893701
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Pureté

≥98%

Forme

powder

Pf

259-262 °C (lit.)

Solubilité

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

Température de stockage

−20°C

Chaîne 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)

Clé InChI

BVIAOQMSVZHOJM-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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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
Patrick Imesch et al.
Journal of ovarian research, 6, 30-30 (2013-04-20)
Oocyte in vitro maturation (IVM) and cryopreservation at the time of routine ovarian tissue freezing may be offered to cancer patients as an additional option for fertility preservation. This study aimed to investigate the developmental capacity of oocytes isolated from
FTIR and FT-Raman spectra of 6-(dimethylamino) purine and its theoretical studies of anharmonic vibrational analysis using quantum chemical calculations
Faizan M and Ahmad S
Vibrational Spectroscopy, 113, 103224-103224 (2021)
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