S154

Sepiapterin

solid

• Synonym(e): S-(−)-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinon, L-Sepiapterin
• Empirische Formel (Hill-System): C₉H₁₁N₅O₃
• CAS-Nummer: 17094-01-8
• Molekulargewicht: 237.22
• MDL-Nummer: MFCD00210214
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 57654606
• NACRES: NA.22

Eigenschaften

• Form: solid
• Farbe: yellow
• Löslichkeit: 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%
• Lagertemp.: −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
• InChIKey: VPVOXUSPXFPWBN-VKHMYHEASA-N
• Angaben zum Gen: human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846)

Beschreibung

Allgemeine Beschreibung

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).

Anwendung

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

Biochem./physiol. Wirkung

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

Sicherheitshinweise

• Lagerklassenschlüssel: 13 - Non Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)