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S154

Sigma-Aldrich

Sepiapterin

solid

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C9H11N5O3
Numero CAS:
17094-01-8
Peso molecolare:
237.22
Numero MDL:
MFCD00210214
Codice UNSPSC:
12352005
ID PubChem:
57654606
NACRES:
NA.22

Forma fisica

solid

Colore

yellow

Solubilità

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%

Temperatura di conservazione

−20°C

Stringa SMILE

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
VPVOXUSPXFPWBN-VKHMYHEASA-N

Informazioni sul gene

human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846)

Descrizione generale

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).

Applicazioni

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

Azioni biochim/fisiol

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

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
BCBZ1798
BCBV0960
BCBT6239
BCBS8664V
BCBS8664

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Aidamalia Vargas-Lowman et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(38), 19046-19054 (2019-09-06)
Naturalists have been fascinated for centuries by animal colors and color patterns. While widely studied at the adult stage, we know little about color patterns in the embryo. Here, we study a trait consisting of coloration that is specific to
R Lelchuk et al.
The Journal of pharmacology and experimental therapeutics, 262(3), 1220-1224 (1992-09-01)
Human megakaryoblastic cells (Meg-01) were found to possess constitutive and express inducible nitric oxide (NO) synthase activities. The constitutive NO synthase was Ca+(+)- and NADPH-dependent, as is the NO synthase found previously in human platelets. Stimulation of Meg-01 cells by
Surawee Chuaiphichai et al.
British journal of pharmacology, 174(8), 657-671 (2017-01-28)
The cofactor tetrahydrobiopterin (BH4) is a critical regulator of endothelial NOS (eNOS) function, eNOS-derived NO and ROS signalling in vascular physiology. To determine the physiological requirement for de novo endothelial cell BH4 synthesis for the vasomotor function of resistance arteries
G Schoedon et al.
European journal of biochemistry, 213(2), 833-839 (1993-04-15)
Nitric oxide is a recently discovered biomolecule with a broad range of actions. The present study investigated the regulation of nitric oxide synthase activity by dexamethasone and the cofactor tetrahydrobiopterin in murine macrophages. The influence of the tetrahydrobiopterin biosynthesis inhibitors
Soo Hyeon Kim et al.
Archives of pharmacal research, 34(9), 1571-1577 (2011-10-07)
Tetrahydrobiopterin (BH(4)) has been known to be an essential cofactor for the activities of nitric oxide (NO) synthase and aromatic amino acid hydroxylases, which are involved in physiological and pathological processes. In the present study, we report that sepiapterin, the
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