6-苄基腺嘌呤

化合物

6-苄氨基嘌呤(英語:6-Benzylaminopurine,BAP)又称6-苄基腺嘌呤(英語:6-benzyl adenine,BA[2]是第一代合成細胞分裂素,可通过刺激细胞分裂来诱发植物生长发育反应、开花和果实发育。其为植物呼吸激酶抑制剂,可延长绿色蔬菜的采后保质期。例如,商业中常用包括BAP在内的一众细胞分裂素处理西蓝花和芦笋,使其保鲜期延长。在6±1°C的商业储藏温度下,用10和15 ppm的BAP处理切好的新鲜西兰花和切碎的卷心菜可延长保质期[3][4]

6-苄基腺嘌呤
Skeletal formula of 6-benzylaminopurine
Ball-and-stick model of the 6-benzylaminopurine molecule
系统名
N-(Phenylmethyl)-7H-purin-6-amine
别名 苄基腺嘌呤; 6-苄基腺嘌呤,6-BA,6-BAP
识别
CAS号 1214-39-7  checkY
PubChem 62389
ChemSpider 56177
SMILES
 
  • c3ccc(CNc1ncnc2[nH]cnc12)cc3
InChI
 
  • 1/C12H11N5/c1-2-4-9(5-3-1)6-13-11-10-12(15-7-14-10)17-8-16-11/h1-5,7-8H,6H2,(H2,13,14,15,16,17)
InChIKey NWBJYWHLCVSVIJ-UHFFFAOYAZ
ChEBI 29022
KEGG C11263
性质
化学式 C12H11N5
摩尔质量 225.25 g·mol−1
外观 白色或淡黄色粉末
溶解性 0.44 g/L (15°C)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

除了蔬菜保鲜,BAP也可以用于延长花卉和花艺作品的保质期。例如,正常情况下插在水中的九龙环英语Polygonatum multiflorum花束可约保持一周,用赤霉素或BAP处理则可延长一倍[5]

BAP由瑞典植物生理学家Folke K. Skoog英语Folke K. Skoog在实验室中首次合成得到,并测试其作为细胞分裂素的效果[6]

参考文献

  1. ^ 6-Benzylaminopurine (6-BAP). (n.d.). Duchefa Biochemie. Retrieved December 10, 2022, from https://www.duchefa-biochemie.com/product/details/number/B0904
  2. ^ Teixeira da Silva, Jaime A. Is BA (6-benzyladenine) BAP (6-benzylaminopurine)?. ResearchGate. [2019-02-14] (英语). 
  3. ^ Siddiqui, M. W.; Bhattacharjya, A.; Chakraborty, I. and Dhua, R. S. 2011. 6-benzylaminopurine improves shelf life, organoleptic quality, and health-promoting compounds of fresh-cut broccoli florets. Journal of Scientific and Industrial Research, 70 (6): 461–465.
  4. ^ Siddiqui, M.W.; Bhattacharjya, A. and Chakraborty, I. 2011. Maintaining organoleptic quality of minimally processed cabbage using 6-benzylaminopurine. International Symposium on System Intensification towards Food and Security, Feb. 24- 27, 2011, Kalyani, Nadia, West Bengal, India, p. 405.
  5. ^ Krzymińska-Bródka A, Ulczycka-Walorska M, Łysiak GP, Czuchaj P. The longevity of cut Polygonatum multiflorum (L.) All. shoots depending on postharvest handling. Acta Agrobotanica (Polish Botanical Society). December 2023, 76: 1–11. doi:10.5586/aa/176280 . 
  6. ^ Molecule of the Week Archive 6-Benzyladenine. 2016-04-18 [2019-12-02].