S154

Sepiapterin

solid

• Sinónimos: S-(−)-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinone, L-Sepiapterin
• Fórmula empírica (notación de Hill): C₉H₁₁N₅O₃
• Número de CAS: 17094-01-8
• Peso molecular: 237.22
• MDL number: MFCD00210214
• UNSPSC Code: 12352005
• PubChem Substance ID: 57654606
• NACRES: NA.22

Propiedades

• 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)

Descripción

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.

Biochem/physiol Actions

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

Información de seguridad

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)