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S154 Sigma-Aldrich

Sepiapterin

solid

Synonym: S-(−)-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinone, L-Sepiapterin

  • CAS Number 17094-01-8

  • Empirical Formula (Hill Notation) C9H11N5O3

  • Molecular Weight 237.22

  •  MDL number MFCD00210214

  •  PubChem Substance ID 57654606

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Heterocyclic Building Blocks, Other Heterocyclic Building Blocks More...
Quality Level   100
form   solid
color   yellow
solubility   DMSO: 27 mg/mL
  0.1 M NaOH: 9.8 mg/mL
εmax   6170 at 409 nm in 0.1 M HCl
  7410 at 271 nm in 0.1 M HCl at 1%
storage temp.   −20°C
SMILES string   C[C@H](O)C(=O)C1=NC2=C(NC1)NC(N)=NC2=O
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
InChI key   VPVOXUSPXFPWBN-VKHMYHEASA-N
Gene Information   human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Description

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).

Application

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

Packaging

25 mg in poly bottle

5 mg in glass bottle

Biochem/physiol Actions

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

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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