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Merck
CN

S154

Sigma-Aldrich

墨蝶呤

solid

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别名:
S-(-)-2-氨基-7,8-二氢-6-(2-羟基-1-氧代丙基)-4(1H)-蝶啶酮, L-Sepiapterin
经验公式(希尔记法):
C9H11N5O3
CAS号:
分子量:
237.22
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

形式

solid

颜色

yellow

溶解性

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%

储存温度

−20°C

SMILES字符串

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

一般描述

墨蝶呤是一种蝶啶衍生物,是四氢生物蝶呤(BH4)的一种稳定前体。它是在黑腹果蝇和柠檬家蚕突变体(家蚕)的棕褐色突变体中发现的一种黄色色素。

应用

墨蝶蛉可用于诱导双链DNA中的序列特异性光损伤。

生化/生理作用

一氧化氮合成酶辅因子;细胞内转化为四氢-生物蝶呤,刺激一氧化氮的生成。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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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
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
S S Gross et al.
The Journal of biological chemistry, 267(36), 25722-25729 (1992-12-25)
Nitric oxide (NO) synthesis is induced in vascular smooth muscle cells by lipopolysaccharide (LPS) where it appears to mediate a variety of vascular dysfunctions. In some cell types tetrahydrobiopterin (BH4) synthesis has also been found to be induced by cytokines.
Isolation, purification, and identification of an important pigment, sepiapterin, from integument of the lemon mutant of the silkworm, Bombyx mori."
JunShan G, et al.
Journal of Insect Science, 13(118) (2013)
Photoinduced hydroxylation of deoxyguanosine in DNA by pterins: sequence specificity and mechanism.
Ito K and Kawanishi S
Biochemistry, 36(7), 1774-1781 (1997)

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