biological source
plant (Brassica nigra)
Quality Level
assay
≥99.0% (TLC)
form
powder or crystals
optical activity
[α]20/D −17±1°, c = 1% in H2O
technique(s)
thin layer chromatography (TLC): suitable
color
white to faint beige
mp
128 (dec.) (lit.)
cation traces
K: 8.4-10.8
storage temp.
room temp
SMILES string
[K+].[H]O[H].OC[C@H]1O[C@@H](S\C(CC=C)=N\OS([O-])(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O
InChI
1S/C10H17NO9S2.K.H2O/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10;;/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18);;1H2/q;+1;/p-1/b11-6+;;/t5-,7-,8+,9-,10+;;/m1../s1
InChI key
IUBVMJHASFBYGW-WBMBWNLZSA-M
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Application
Sinigrin, a glucosinolate, is used as a systrate to identify, differentiate and characterize myrosinase(s)/thioglucoside glucohydrolase(s)/thioglucosidase(s). Sinigrin is used as a reference material in procedures for the isolation and identification of glucosinolates.
Biochem/physiol Actions
A β-D-thioglucopyranoside occurring in black mustard seeds and horseradish root. Substrate for thioglucosidase.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
signalword
Warning
hcodes
Hazard Classifications
Skin Sens. 1
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
A.J. MacLeod et al.
Phytochemistry, 25, 1047-1047 (1986)
Vanessa Rungapamestry et al.
The British journal of nutrition, 99(4), 773-781 (2007-10-31)
Isothiocyanates have been implicated in the cancer-protective effects of brassica vegetables. When cabbage is consumed, sinigrin is hydrolysed by plant or microbial myrosinase partly to allyl isothiocyanate (AITC), which is mainly excreted as N-acetylcysteine conjugates (NAC) of AITC in urine.
Kari Jørgensen et al.
The Journal of experimental biology, 210(Pt 14), 2563-2573 (2007-07-03)
In nature, moths encounter nutritious and toxic substances in plants, and thus have to discriminate between a diversity of tastants. Whereas olfactory learning allowing memory of nutritious plants is well demonstrated, little is known about learning and memory of toxic
Richard A Lankau et al.
The American naturalist, 171(2), 150-161 (2008-01-17)
Plants interact with many different species throughout their life cycle. Recent work has shown that the ecological effects of multispecies interactions are often not predictable from studies of the component pairwise interactions. Little is known about how multispecies interactions affect
Kody A Belliveau et al.
Natural product research, 24(1), 24-33 (2009-12-17)
A simple procedure for extracting and purifying sinigrin from Oriental mustard (Brassica juncea) meal using cold water was developed. Subsequently, the chemical degradation of sinigrin due to enzymatic activity was monitored using (1)H NMR spectroscopy over the course of 30
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