CAS: 99-18-3; (R)-2-Phenyl-2-(((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-yl)Oxy)Acetonitrile

该化合物是一种可释放盐酸盐的细胞性甘蓝,一种可以在水解过程中释放氰化物的化合物,主要见于某些植物,特别是樱桃和杏仁等水果种子.普鲁纳辛的分子分子配方为C11H15NO6,其分子重量相对较低.该化合物的特点是其甜味,可归因于糖味,以及其因释放氰化物而具有的潜在毒性,因此必须小心处理.普鲁纳辛在水中溶解,在特定酶出现时可以进行酶性水解,从而形成苯甲氰化物和氰化物.其存在于植物中,作为防止食草素的防御机制.在应用方面,普鲁纳辛对植物生物化学和毒理学的研究以及食物安全中因细胞性化合物的研究很感兴趣.

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上下游产品

CAS号60981-47-7 (R)-Prunasin Te... | CAS号4358-86-5 (+/-)-扁桃酰胺 | CAS号74808-10-9 2,3,4,6-四邻乙酰基-a... | CAS号207512-68-3 (αR)-α-[(2,3,4,... | CAS号100-52-7 苯甲醛 | CAS号611-71-2 扁桃酸

合成工艺路线路线简述

  • 合成目标产物 Prunasin 主要起始原料 Benzaldehyde
  • (文献来源)合成步骤主要原料 Benzaldehyde
📜2,3,4,6-四邻乙酰基-Alpha-D-吡喃葡萄糖三氯乙酰胺置于锂硼氢,草酰氯,三氟化硼乙醚,二甲基亚砜,三乙胺体系中,用 四氢呋喃,乙醚 作为反应溶剂,化学反应 17.42H,反应生成 野黑樱苷
参考文献:Facile Synthesis Of Cyanogen Glycosides (R)-Prunasin,Linamarin And (S)-Heterodendrin.
标题:Facile Synthesis Of Cyanogen Glycosides (R)-Prunasin,Linamarin And (S)-Heterodendrin.
摘要:通过糖基化,羧酰胺脱水形成氰醇以及脱保护的三步反应,描述了从 O-(2,3,4,6-O-四乙酰基-α-D-吡喃葡萄糖基)三氯噻嗪酸和相应的 α-羟基酰胺合成氰苷(R)-普鲁纳辛,亚麻酰胺和(S)-Heterodendrin 的简便合成路线.
DOI:10.1271/bbb.62.453

海关参考信息

专利信息


专利号:WO-2024121871-A1
优先权日:2022-12-09
标 题 :Genetic modification of microbes for production of nitrogen and carbon-containing compounds
发明人:KANUMURU RAHUL RAJU
权利人:FERTIS INDIA PVT LTD
摘要:The present invention relates to a novel method for sustainable in vitro and in vivo production of nitrogen and carbon containing compounds such as and not limited to Proteins, Enzymes, peptides amino acids, nucleotides, vitamins, etc. The present invention relates to a novel method that includes gene modifications in microbes, more specifically involving gene modifications resulting in nitrogen fixation and/or ammonia fixation or increased nitrogen fixation and/or ammonia fixation or carbon fixation/increased carbon fixation or Hydrogen fixation/increased Hydrogen fixation with increased synthesis/ regeneration of anyone or all compounds including ATP, NADH, NADPH, Pyruvate and Acetyl CoA with or without utilisation/reduction enhanced utilisation/reduction of Nitrate, Nitrite, N2O, N2O2 and/or carbon containing substrates

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📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.1007/s10886-014-0434-0
摘要:Shlichta JG, Glauser G, Benrey B. Variation in Cyanogenic Glycosides Across Populations of Wild Lima Beans (Phaseolus lunatus) Has No Apparent Effect on Bruchid Beetle Performance. Journal of Chemical Ecology. 2014 May 27;40(5):468–75. doi: 10.1007/s10886-014-0434-0.
参考文献:10.1007/s00425-019-03221-3
摘要:Cuny MAC, La Forgia D, Desurmont GA, Glauser G, Benrey B. Role of cyanogenic glycosides in the seeds of wild lima bean, Phaseolus lunatus: defense, plant nutrition or both Planta. 2019 Oct;250(4):1281–92. doi: 10.1007/s00425-019-03221-3.
参考文献:10.1104/pp.010863
摘要:Zhou J, Hartmann S, Shepherd BK, Poulton JE. Investigation of the microheterogeneity and aglycone specificity-conferring residues of black cherry prunasin hydrolases. Plant Physiol. 2002 Jul;129(3):1252–64.
参考文献:10.1016/j.phytochem.2005.09.038
摘要:Miller RE, McConville MJ, Woodrow IE. Cyanogenic glycosides from the rare Australian endemic rainforest tree Clerodendrum grayi (Lamiaceae). Phytochemistry. 2006 Jan;67(1):43–51. doi: 10.1016/j.phytochem.2005.09.038.
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