D2629
6-(Dimethylamino)purine
≥98%, synthetic (organic), powder
Synonym(s):
6-DMAP, N6,N6-Dimethyladenine
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About This Item
Empirical Formula (Hill Notation):
C7H9N5
CAS Number:
Molecular Weight:
163.18
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
213-344-3
MDL number:
Beilstein/REAXYS Number:
7634
Assay:
≥98%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 50 mg/mL, clear to hazy, colorless to light yellow
Storage temp.:
−20°C
Product Name
6-(Dimethylamino)purine, ≥98%
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
SMILES string
CN(C)c1ncnc2[nH]cnc12
biological source
synthetic (organic)
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
Quality Level
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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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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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
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
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
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
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
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