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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)

Niveau de qualité

100

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)

Certificats d'analyse (COA)

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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)
Lizhi Leng et al.
Scientific reports, 7(1), 4242-4242 (2017-06-28)
A diploid genome is necessary for normal mammalian development, thus haploid parthenogenetic embryos undergo frequent self-diploidization during preimplantation development; however, the underlying mechanism is unclear. In this study, time-lapse recording revealed that human haploid parthenotes (HPs) undergo self-diploidization via failed
Kyung H Chang et al.
Fertility and sterility, 80(6), 1380-1387 (2003-12-12)
To establish an interspecies somatic cell nuclear transfer (iSCNT) technique for deriving blastocysts having human chromosome complements without sacrificing human oocytes. Prospective, randomized study undertaken in vitro. University-affiliated hospital and laboratory, Seoul National University. Postpartum women with natural spontaneous vaginal
S Bhojwani et al.
Theriogenology, 67(2), 341-345 (2006-09-27)
The aim of the present investigation was to study the effect of oocyte selection on the efficiency of bovine nuclear transfer in terms of increased blastocyst production. For this purpose, prior to in vitro maturation (IVM), oocytes were selected for
Y-p Hou et al.
Theriogenology, 72(5), 643-649 (2009-07-07)
The objective was to compare various activation protocols on developmental potential of vitrified bovine oocytes. Bovine oocytes matured in vitro for 23 h were vitrified with EDFSF30 in open pulled straws. After warming, they were cultured in vitro for 1h
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