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Key Documents

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85440

Sigma-Aldrich

(−)-Sinigrin hydrate

≥99.0% (TLC)

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About This Item

Formula empirica (notazione di Hill):
C10H16KNO9S2 · xH2O
Numero CAS:
3952-98-5
Peso molecolare:
397.46 (anhydrous basis)
Numero MDL:
MFCD00149447
Codice UNSPSC:
12352201
ID PubChem:
57653046
NACRES:
NA.25

Origine biologica

plant (Brassica nigra)

Livello qualitativo

100

Saggio

≥99.0% (TLC)

Forma fisica

powder or crystals

Attività ottica

[α]20/D −17±1°, c = 1% in H2O

tecniche

thin layer chromatography (TLC): suitable

Colore

white to faint beige

Punto di fusione

128 (dec.) (lit.)

Cationi in tracce

K: 8.4-10.8

Temperatura di conservazione

room temp

Stringa SMILE

[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
IUBVMJHASFBYGW-WBMBWNLZSA-M

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Categorie correlate

Applicazioni

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.

Azioni biochim/fisiol

A β-D-thioglucopyranoside occurring in black mustard seeds and horseradish root. Substrate for thioglucosidase.

Altre note

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H317

Classi di pericolo

Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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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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