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Merck

K3125

Sigma-Aldrich

曲酸

≥98.5% (HPLC), powder, tyrosinase inhibitor

别名:

2-羟甲基-5-羟基-γ-吡喃酮, 5-羟基-2-羟甲基-4H-4-吡喃酮

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About This Item

经验公式(希尔记法):
C6H6O4
CAS号:
分子量:
142.11
Beilstein:
120895
EC號碼:
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.77

product name

曲酸,

化驗

≥98.5% (HPLC)

形狀

powder

mp

152-155 °C (lit.)

SMILES 字串

OCC1=CC(=O)C(O)=CO1

InChI

1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2

InChI 密鑰

BEJNERDRQOWKJM-UHFFFAOYSA-N

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應用

曲酸已被用于:
  • 作为豚鼠色素性远视 (PH) 中酪氨酸酶的抑制剂
  • 作为引用抑制剂标准用于筛选酪氨酸酶抑制
  • 作为 B16F10 黑色素瘤细胞中酪氨酸酶抑制的阳性对照

生化/生理作用

曲酸来源于曲霉菌属、醋酸杆菌属和青霉属等真菌。它通过抑制酪氨酸酶而使黑色素合成停止。用于皮肤美白化妆品的制备。然而,曲酸在化妆品中的使用很少,因为其在长期储存期间的不稳定性和细胞毒性导致皮肤刺激。它是一种抗氧化剂,对锰和锌的螯合起辐射保护作用。
酪氨酸酶抑制剂。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 1

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Ka-Heng Lee et al.
European journal of medicinal chemistry, 44(8), 3195-3200 (2009-04-11)
A series of 46 curcumin related diarylpentanoid analogues were synthesized and evaluated for their anti-inflammatory, antioxidant and anti-tyrosinase activities. Among these compounds 2, 13 and 33 exhibited potent NO inhibitory effect on IFN-gamma/LPS-activated RAW 264.7 cells as compared to L-NAME
Effects of the Tyrosinase-Dependent Dopaminergic System on Refractive Error Development in Guinea Pigs
Jiang L, et al.
Investigative Ophthalmology & Visual Science, 59(11), 4631-4638 (2018)
Traditional herbal prescription LASAP-C inhibits melanin synthesis in B16F10 melanoma cells and zebrafish
Kim MK, et al.
BMC Complementary and Alternative Medicine, 16(1), 223-223 (2016)
Kojic acid and its manganese and zinc complexes as potential radioprotective agents
Emami S, et al.
Bioorganic & Medicinal Chemistry Letters, 17(1), 45-48 (2007)
Wei Yi et al.
European journal of medicinal chemistry, 46(9), 4330-4335 (2011-07-23)
Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the

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