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85440

(−)-Sinigrin hydrate

≥99.0% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C10H16KNO9S2 · xH2O
CAS Number:
3952-98-5
Molecular Weight:
397.46 (anhydrous basis)
NACRES:
NA.25
PubChem Substance ID:
57653046
UNSPSC Code:
12352201
MDL number:
MFCD00149447
Pricing and availability is not currently available.
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biological source

plant (Brassica nigra)

Quality Level

100

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

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.

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This Item
60714M9271R7750
(−)-Sinigrin hydrate ≥99.0% (TLC)

Sigma-Aldrich

85440

(−)-Sinigrin hydrate

Ketodeoxynonulosonic acid ≥99.0% (TLC)

Sigma-Aldrich

60714

Ketodeoxynonulosonic acid

α-D-Mannopyranosylphenyl isothiocyanate >98% (TLC)

Sigma-Aldrich

M9271

α-D-Mannopyranosylphenyl isothiocyanate

D-Ribose 5-phosphate disodium salt hydrate ≥98% (TLC), powder

Sigma-Aldrich

R7750

D-Ribose 5-phosphate disodium salt hydrate

assay

≥99.0% (TLC)

assay

≥99.0% (TLC)

assay

>98% (TLC)

assay

≥98% (TLC)

biological source

plant (Brassica nigra)

biological source

-

biological source

-

biological source

synthetic (organic)

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

form

powder or crystals

form

powder

form

powder

form

powder

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP4206
BCCM7078
BCCL5571
BCCJ8479
BCCK8283

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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
Gaetan Glauser et al.
Phytochemical analysis : PCA, 23(5), 520-528 (2012-02-11)
The analysis of glucosinolates (GS) is traditionally performed by reverse-phase liquid chromatography coupled to ultraviolet detection after a time-consuming desulphation step, which is required for increased retention. Simpler and more efficient alternative methods that can shorten both sample preparation and
View All Related Papers

Global Trade Item Number

SKUGTIN
85440-100MG04061833024287
85440-250MG04061833024294
85440-1G04061835365883

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. What is the solubility of the product (−)-Sinigrin hydrate (85440) in water and DMSO?

    1 answer

    1. The solubility of the product in water is 125 mg/mL, which corresponds to a molarity of 314.50 mM, and requires ultrasonication to dissolve. In DMSO, the solubility is 79 mg/mL.

      Helpful?

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