Sinapoylglucose

SHIRLEY, A.M., McMICHAEL, C.M., CHAPPLE, C The sng2 mutant of Arabidopsis is defective in the gene encoding the serine carboxypeptidase-like protein sinapoylglucose Choline sinapoyltransferase, Plant J., 2001, 28, 83-94. 

Hause, B. et al., Immunolocalization of l-0-sinapoylglucose malate sinapoyltransferase in Arabi-dopsis thaliana. Planta, 215, 26, 2002. 

Figure 3-13. Sinapoyl ester metabolism catalyzed by the enzymes (a) UDP-glucose sinapic acid glucosyltransferase (SGT), (b) sinapoylglucose malate sinapoyltransferase (SMT), (c) sinapoylglucosexholine sinapoyltransferase (SCT), and (d) sinapoylcholinesterase (SCE).

Lorenzen, M., Racicot, V., Stack, D., Chappie, C., 1996, Sinapic acid ester metabolism in wild type and a sinapoylglucose-accumulating mutant of Arabidopsis, Plant Physiol. 112 1625-1630. 

Shirley, A. M., and Chappie, C., 2003, Biochemical characterization of sinapoylglucose choline sinapoyltransferase, a serine carboxypeptidase-like protein that functions as an acyltransferase in plant secondary metabolism, J. Biol. Chem. 278 19870-19877. 

Fraser, C.M., Thompson, M.G., Shirley, A.M., Ralph, J., Schoenherr, J.A., Sinlapadech, T., Hall, M.C. and Chappie, C. (2007) Related Arabidopsis serine carboxypeptidase-like sinapoylglucose acyltransferases display distinct but overlapping substrate specificities. Plant Physiol, 144, 1986-99. 

Nurmann, G. and Strack, D. (1981) Formation of 1-sinapoylglucose by UDP-glucose sinapic acid glucosyltransferase from cotyledons of Raphanus sativus. Z. 

The main phenolic acid derivative is chlorogenic acid (575-632 mg/kg f.w.), although neochlorogenic (trace) and cryptochlorogenic acids (8-11 mg/kg), 5 -feruloyl quinic acid (15-17 mg/kg), and caffeoyl, feruloyl and sinapoylglucose have also been reported [63]. 

Figure 3.3 Synthesis of sinapate esters in Arahidopsis. SGT, sinapic acid UDPG sinapoyltransferase SMT, sinapoylglucose sinapoylmalate sinapate transferase SCT, sinapoylglucose sinapoylcholine sinapate transferase.

STRACK, D., Enzymatic synthesis of 1-sinapoylglucose from free sinapic acid and UDP-glucose by a cell-free system from Raphanus sativus seedlings, Z. Naturforsck, 1980, 35c, 204-208. 

Hause B, Meyer K, Viitanen PV, et al. (2002) Immunolocalization of 1-O-sinapoylglucose malate sinapoyltransferase inyfraiiVfojasis thdliana. Planta 215 26-32... 

---