4-羟基苯乙醛

化合物

4-羟基苯乙醛又称对羟基苯乙醛,是分子式为HOC6H4CH2CHO的天然产物,它在室温为白色固体,是苯乙醛的衍生物[1]。它在人体内由单胺氧化酶(MAO)代谢酪胺形成或大肠杆菌内的酪胺氧化酶产生。

4-羟基苯乙醛
IUPAC名
2-(4-Hydroxyphenyl)acetaldehyde
别名 p-Hydroxyphenylacetaldehyde
识别
CAS号 7339-87-9  checkY
PubChem 440113
ChemSpider 389113
SMILES
 
  • C1=CC(=CC=C1CC=O)O
3DMet B00637
EINECS 689-849-1
ChEBI 15621
KEGG C03765
性质
化学式 C8H8O2
摩尔质量 136.15 g·mol−1
外观 白色固体
熔点 118 °C(391 K)
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案
GHS提示词 Warning
H-术语 H302, H312, H315, H319, H332, H335
P-术语 P261, P264, P270, P271, P280, P301+312, P302+352, P304+312, P304+340, P305+351+338, P312, P321, P322, P330
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

4-羟基苯乙醛和多巴胺的缩合反应是生物合成苄基异喹啉英语benzylisoquinoline生物鹼的关键一步,包括小檗鹼嗎啡等天然产物。[2]

参考文献

  1. ^ 4-Hydroxyphenylacetaldehyde. PubChem Compound. U.S. National Library of Medicine: National Center for Biotechnology Information. 2019-08-03 [8 August 2019]. (原始内容存档于2020-08-07). (4-hydroxyphenyl)acetaldehyde is an alpha-CH2-containing aldehyde and a member of phenylacetaldehydes. It has a role as a human metabolite, an Escherichia coli metabolite and a mouse metabolite. 
  2. ^ Samanani N, Liscombe DK, Facchini PJ. Molecular cloning and characterization of norcoclaurine synthase, an enzyme catalyzing the first committed step in benzylisoquinoline alkaloid biosynthesis. Plant Journal. 2004, 40: 302–313. doi:10.1111/j.1365-313X.2004.02210.x.