D2629
6-(Dimethylamino)purine
≥98%
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
Beilstein:
7634
EC Number:
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
Recommended Products
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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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