L-Sepiapterin structure
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Common Name | L-Sepiapterin | ||
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CAS Number | 17094-01-8 | Molecular Weight | 237.215 | |
Density | 1.9±0.1 g/cm3 | Boiling Point | 448.1ºC at 760 mmHg | |
Molecular Formula | C9H11N5O3 | Melting Point | > 275 °C (lit.) | |
MSDS | Chinese USA | Flash Point | 224.8ºC |
Use of L-SepiapterinL-Sepiapterin (Sepiapterin) is a precursor of the endothelial nitric oxide synthase (eNOS) cofactor tetrahydrobiopterin (BH4). L-Sepiapterin improves endothelial dysfunction in small mesenteric arteries from db/db mice, and induces angiogenesis. L-Sepiapterin inhibits cell proliferation and migration of ovarian cancer cells via down-regulation of p70S6K-dependent VEGFR-2 expression[1][2]. |
Name | sepiapterin |
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Synonym | More Synonyms |
Description | L-Sepiapterin (Sepiapterin) is a precursor of the endothelial nitric oxide synthase (eNOS) cofactor tetrahydrobiopterin (BH4). L-Sepiapterin improves endothelial dysfunction in small mesenteric arteries from db/db mice, and induces angiogenesis. L-Sepiapterin inhibits cell proliferation and migration of ovarian cancer cells via down-regulation of p70S6K-dependent VEGFR-2 expression[1][2]. |
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Related Catalog | |
Target |
Human Endogenous Metabolite |
In Vitro | L-Sepiapterin (Sepiapterin) (0.1-10 μM; 24 hpurs) Iinduces cell proliferation in a dose-dependent manner[1]. L-Sepiapterin (1-50 μM; 20 minutes) significantly inhibits the phosphorylation of VEGF-A-induced (50 ng/ml) p70S6K[1]. L-Sepiapterin inhibits VEGF-A-induced cell proliferation and migration through NO-independent mechanism[1]. Cell Proliferation Assay[1] Cell Line: SKOV-3 cells Concentration: 0.1, 1, 10 μM Incubation Time: 24 hours Result: Induced cell proliferation in a dose-dependent manner. |
In Vivo | Sepiapterin (10 mg/kg; p.o. (powder chow); daily for or 8 weeks) significantly improves the relaxation to Ach in small mesenteric arteries (SMA) from db/db mice[2]. Animal Model: Male C57BL/KsJ diabetic mice (db/db)[2] Dosage: 10 mg/kg Administration: P.o. (powder chow); daily for or 8 weeks Result: Significantly improved the relaxation to Ach in SMA from db/db mice. |
References |
Density | 1.9±0.1 g/cm3 |
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Boiling Point | 448.1ºC at 760 mmHg |
Melting Point | > 275 °C (lit.) |
Molecular Formula | C9H11N5O3 |
Molecular Weight | 237.215 |
Flash Point | 224.8ºC |
Exact Mass | 237.086182 |
PSA | 133.46000 |
LogP | -3.93 |
Vapour Pressure | 6.54E-10mmHg at 25°C |
Index of Refraction | 1.822 |
Storage condition | 20°C |
Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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Safety Phrases | 24/25 |
RIDADR | NONH for all modes of transport |
HS Code | 2933990090 |
Precursor 0 | |
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DownStream 1 | |
HS Code | 2933990090 |
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Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Bone Morphogenic Protein 4 Mediates NOX1-Dependent eNOS Uncoupling, Endothelial Dysfunction, and COX2 Induction in Type 2 Diabetes Mellitus.
Mol. Endocrinol. 29 , 1123-33, (2015) We have recently shown that angiotensin II-mediated uncoupling of endothelial nitric oxide synthase (eNOS) contributes to endothelial dysfunction in streptozotocin-induced type 1 diabetes mellitus. Ho... |
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Sulfa drugs inhibit sepiapterin reduction and chemical redox cycling by sepiapterin reductase.
J. Pharmacol. Exp. Ther. 352(3) , 529-40, (2015) Sepiapterin reductase (SPR) catalyzes the reduction of sepiapterin to dihydrobiopterin (BH2), the precursor for tetrahydrobiopterin (BH4), a cofactor critical for nitric oxide biosynthesis and alkylgl... |
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Stromal cell-derived factor 2 is critical for Hsp90-dependent eNOS activation.
Sci. Signal. 8 , ra81, (2015) Endothelial nitric oxide synthase (eNOS) catalyzes the conversion of l-arginine and molecular oxygen into l-citrulline and nitric oxide (NO), a gaseous second messenger that influences cardiovascular ... |
2-amino-6-(2-hydroxy-propionyl)-7,8-dihydro-3H-pteridin-4-one |
MFCD00210214 |
1-(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)-2-hydroxy-1-Propanone |
4(3H)-Pteridinone, 2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]- |
2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-4(1H)-Pteridinone |
2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-4(1H)Pteridinone |
(S)-2-amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-Pteridinone |
Sepiapterine |
L-Sepiapterin |
Sepiapterin,S-()-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinone,L-Sepiapterin |
2-Amino-6-[(2S)-2-hydroxypropanoyl]-7,8-dihydro-4(1H)-pteridinone |
Sepiapterin |
2-Amino-6-L-lactoyl-7,8-dihydro-3H-pteridin-4-on |
2-amino-6-(2-hydroxypropanoyl)-7,8-dihydro-1H-pty oeridin-4-one |
2-AMINO-7,8-DIHYDRO-6-(2S-HYDROXY-1-OXOPROPYL)-4(1H)-PTERIDINONE |
2-amino-6-[(2S)-2-hydroxypropanoyl]-7,8-dihydro-1H-pteridin-4-one |
2-Amino-6-[(2S)-2-hydroxypropanoyl]-7,8-dihydropteridin-4(3H)-one |
S-(−)-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinone |
S(-)-2-AMINO-7,8-DIHYDRO-6-(2-HYDROXY-1-OXOPROPYL)-4(1H)-PTERIDINONE |
2-amino-6-L-lactoyl-7,8-dihydro-3H-pteridin-4-one |