L-SEPIAPTERIN Chemical Properties

Melting point:

>270 °C (dec.)

Boiling point:

448.1±55.0 °C(Predicted)

Density 

1.86±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

DMSO: 27 mg/mL

pka

12.33±0.20(Predicted)

form 

solid

color 

yellow

Stability:

Light Sensitive

InChI

InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,15H,2H2,1H3,(H4,10,11,13,14,17)/t3-/m0/s1

InChIKey

VPVOXUSPXFPWBN-VKHMYHEASA-N

SMILES

N1C2=C(N=C(C(=O)[C@@H](O)C)CN2)C(=O)NC=1N

CAS DataBase Reference

17094-01-8

Safety Information

Safety Statements 

24/25

WGK Germany 

3

Storage Class

13 - Non Combustible Solids

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

L-SEPIAPTERIN Usage And Synthesis

Chemical Properties

yellow to orange powder

Uses

L-Sepiapterin serves as a substrate for BH4 synthesis via the pterin salvage pathway. It inhibits rat liver GTP cyclohydrolase with an IC50 value of approximately 25 μM. It can be used to circumvent the inhibition of pterin biosynthesis by 2,4-diamino-6-hydroxy pyrimidine.[Cayman Chemical]

Uses

Sepiapterin can be used to induce sequence-specific photolesions in double-stranded DNA.

Uses

Sepiapterin improved the endothelial dysfunction in SMA from db/db mice by decreasing oxidative stress. Sepiapterin is commonly used in the study for treamtment of Type I Diabetes

Definition

ChEBI: L-sepiapterin is a sepiapterin with L configuration.

General Description

Sepiapterin, a pteridine derivative, is a stable precursor of tetrahydrobiopterin (BH₄). It is a yellow pigment found in sepia mutant of Drosophila melanogaster and lemon Bombyx mori mutant (silkworm).

Biochem/physiol Actions

Cofactor of nitric oxide synthase; intracellularly converted to tetrahydro-biopterin leading to the stimulation of nitric oxide.

L-SEPIAPTERIN(17094-01-8)Related Product Information

• 2-Amino-4-hydroxy-1H-pteridine
• L-SEPIAPTERIN
• 4,5-Diamino-6-hydroxypyrimidine
• DEOXYSEPIAPTERIN
• 4-Hydroxypyrimidine