coniferyl aldehyde 4-O-β-D-glucopyranoside | 132748-08-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: coniferyl aldehyde 4-O-β-D-glucopyranoside
• 英文别名: Ferulylaldehyde 4-O-β-D-glucopyranoside；ferulyl aldehyde β-D-glucoside；coniferaldehyde glucoside；coniferaldehydeglucoside；coniferaldehyde 4-O-β-D-glucopyranoside；4-β-D-glucopyranosyloxy-3-methoxy-trans-cinnamaldehyde；(E)-3-[3-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enal
• CAS: 132748-08-4
• 化学式: C₁₆H₂₀O₈
• 分子量: 340.33
• InChiKey: PJFKUPRDDXTASO-FAOXUISGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (E)-松柏苷 在 air 、 溶剂黄146 、 铂 作用下， 生成 coniferyl aldehyde 4-O-β-D-glucopyranoside
  参考文献：
  名称：

  Über das Bauprinzip der Seitenketten der Ligninsulfosäure

  摘要：

  DOI：

  10.1007/bf00897819

文献信息

• Coniferyl alcohol metabolism in conifers — I. Glucosidic turnover of cinnamyl aldehydes by UDPG: coniferyl alcohol glucosyltransferase from pine cambium
  作者：Valerie Steeves、Hartmut Förster、Ulrich Pommer、Rodney Savidge

  DOI：10.1016/s0031-9422(01)00107-8

  日期：2001.8

  UDPG: coniferyl alcohol glucosyltransferase (CAGT; EC 2.4.1.111) isolated from cambial tissues of Pinus strobus was able to convert cinnamyl aldehydes as well as dihydroconiferyl alcohol into their corresponding 4-O-beta -D-glucosides in vitro. Cinnamyl aldehydes were glucosylated with comparable efficiency to coniferyl alcohol, the physiological substrate for CAGT. Seasonal patterns of CAGT activity for aldehydes were similar to those of coniferyl alcohol. Formation of cinnamyl aldehyde and additional monolignol glucosides indicates that precursor flux and availability for lignification is likely greater than previously recognized. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Pauly; Feuerstein, Chemische Berichte, 1927, vol. 60, p. 1031,1033
  作者：Pauly、Feuerstein

  DOI：——

  日期：——
• Identification and characterisation of<i>Arabidopsis</i>glycosyltransferases capable of glucosylating coniferyl aldehyde and sinapyl aldehyde
  作者：Eng-Kiat Lim、Rosamond G. Jackson、Dianna J. Bowles

  DOI：10.1016/j.febslet.2005.04.016

  日期：2005.5.23

  This study describes the substrate recognition profile of UGT72E1, an UDP–glucose:glycosyltransferase of Arabidopsis thaliana that is the third member of a branch of glycosyltransferases, capable of conjugating lignin monomers and related metabolites. The data show that UGT72E1, in contrast to the two closely related UGTs 72E2 and 72E3, is specific for sinapyl and coniferyl aldehydes. The biochemical properties of UGT72E1 are characterised, and are compared with that of UGT72E2, which is capable of glycosylating the aldehydes as well as coniferyl and sinapyl alcohols.
• Über das Bauprinzip der Seitenketten der Ligninsulfosäure
  作者：K. Kratzl、I. Keller

  DOI：10.1007/bf00897819

  日期：1952.1