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Merck

85440

Sigma-Aldrich

(−)-Sinigrin hydrate

≥99.0% (TLC)

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About This Item

Fórmula empírica (notación de Hill):
C10H16KNO9S2 · xH2O
Número de CAS:
Peso molecular:
397.46 (anhydrous basis)
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

plant (Brassica nigra)

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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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A.J. MacLeod et al.
Phytochemistry, 25, 1047-1047 (1986)
Cong Cong et al.
International journal of molecular medicine, 48(2) (2021-07-20)
The present study investigated the function of sinigrin in angiotensin II (Ang II)‑induced renal damage. The results demonstrated that systolic blood pressure (SBP) and diastolic blood pressure (DBP) were increased in Ang II‑challenged rats, and sinigrin treatment inhibited their increase. The levels of blood
Monika Okulicz
Plant foods for human nutrition (Dordrecht, Netherlands), 65(3), 217-224 (2010-09-03)
Sinigrin (SIN) and allyl isothiocyanate (AITC) are compounds found in high concentrations in Brassica family vegetables, especially in Brussels sprouts. Recently, they have been used as a nutrition supplement for their preventive and medicinal effect on some types of cancer
Richard A Lankau
Proceedings of the National Academy of Sciences of the United States of America, 109(28), 11240-11245 (2012-06-27)
Although reciprocal evolutionary responses between interacting species are a driving force behind the diversity of life, pairwise coevolution between plant competitors has received less attention than other species interactions and has been considered relatively less important in explaining ecological patterns.
Richard A Lankau et al.
Science (New York, N.Y.), 317(5844), 1561-1563 (2007-09-18)
The forces that maintain genetic diversity among individuals and diversity among species are usually studied separately. Nevertheless, diversity at one of these levels may depend on the diversity at the other. We have combined observations of natural populations, quantitative genetics

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