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7,8-DIHYDRO-L-BIOPTERIN

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7,8-DIHYDRO-L-BIOPTERIN Basic information

Product Name:
7,8-DIHYDRO-L-BIOPTERIN
Synonyms:
  • 7,8-dihydrobiopterin
  • 7,8-DIHYDRO-L-BIOPTERIN
  • 2-AMINO-6-(1R,2S-DIHYDROXYPROPYL)-7,8-DIHYDRO-4(1H)-PTERIDINONE
  • 1-(2-Amino-4-hydroxy-7,8-dihydropteridin-7-yl)propane-1,2-diol
  • BH2
  • DIHYDROBIOPTERIN
  • 2-Amino-6-(1,2-dihydroxy-propyl)-7,8-dihydro-3H-pteridin-4-one
  • 2-Amino-6-[(1R,2S)-1,2-dihydroxypropyl]-7,8-dihydro-4(3H)-pteridinone
CAS:
6779-87-9
MF:
C9H13N5O3
MW:
239.23
Product Categories:
  • Amines
  • Bases & Related Reagents
  • Chiral Reagents
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Nucleotides
  • All Inhibitors
  • Inhibitors
  • Neurochemicals
  • Pharmaceuticals
Mol File:
6779-87-9.mol
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7,8-DIHYDRO-L-BIOPTERIN Chemical Properties

Melting point:
>300°C dec.
Boiling point:
470.8±55.0 °C(Predicted)
Density 
1.88
storage temp. 
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility 
Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly), DMSO (Slightly)
pka
10.47±0.20(Predicted)
form 
Solid
color 
Pale Yellow to Brown
BRN 
536551
Stability:
Hygroscopic
InChIKey
FEMXZDUTFRTWPE-AWFVSMACSA-N
CAS DataBase Reference
6779-87-9
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Safety Information

WGK Germany 
3
3-10

MSDS

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7,8-DIHYDRO-L-BIOPTERIN Usage And Synthesis

Description

BH2 is a precursor of BH4 synthesis. It is a noncompetitive inhibitor of GTP cyclohydrolase I, with a Ki of 14.4 μM.

Chemical Properties

Yellow Powder

Uses

An oxidation producct of tetrahydrobiopterin, a naturally occurring cofactor of the aromatic amino acid hydroxylase and is involved in the synthesis of tyrosine and the neurotransmitters dopamine and serotonin. It is a noncompetitive inhibitor of G

Uses

BH2 is a precursor of BH4 synthesis. It is a noncompetitive inhibitor of GTP cyclohydrolase I, with a Ki of 14.4 μM.

Uses

The reduced form of Biopterin. An oxidation product of tetrahydrobiopterin, a naturally occurring cofactor of the aromatic amino acid hydroxylase and is involved in the synthesis of tyrosine and the neurotransmitters dopamine and serotonin. It is a noncompetitive inhibitor of GTP cyclohydrolase I, with a Ki of 14.4 μM.

Definition

ChEBI: L-erythro-7,8-dihydrobiopterin is a 7,8-dihydrobiopterin in which the 1,2-dihydroxypropyl group has (1R,2S)-configuration; naturally occurring form. It is an enantiomer of a D-erythro-7,8-dihydrobiopterin.

References

[1] shen r, alam a, zhang y. inhibition of gtp cyclohydrolase i by pterins[j]. biochimica et biophysica acta (bba)-general subjects, 1988, 965(1): 9-15.
[2] sugiyama t, levy b d, michel t. tetrahydrobiopterin recycling, a key determinant of endothelial nitric-oxide synthase-dependent signaling pathways in cultured vascular endothelial cells[j]. journal of biological chemistry, 2009, 284(19): 12691-12700.

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