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Vicine

analytical standard

Synonym(s):

2,6-Diamino-5-(β-D-glucopyranosyloxy)-4(1H)-pyrimidinone, Divicine 5-(β-D-glucopyranoside, NSC 95092, Vicioside

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About This Item

Empirical Formula (Hill Notation):
C10H16N4O7
CAS Number:
Molecular Weight:
304.26
Beilstein:
44407
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

Assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

SMILES string

O[C@@H]1[C@@H](O)[C@H](OC2=C(N)NC(N)=NC2=O)O[C@H](CO)[C@H]1O

InChI

1S/C10H16N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-5,9,15-18H,1H2,(H5,11,12,13,14,19)/t2-,3-,4+,5-,9+/m1/s1

InChI key

KGNGTSCIQCLKEH-SYCVNHKBSA-N

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General description

Vicine is a glucosidic aminopyrimidine derivative found in Vicia faba.
Vicine is a glucosidic aminopyrimidine derivative found in Vicia faba.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Vicine may be used as a reference standard in the determination of vicine in fababeans using high pressure liquid chromatography (HPLC).
Vicine may be used as a reference standard in the determination of vicine in fababeans using high pressure liquid chromatography (HPLC).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Marcello Nicoletti et al.
Chemical communications (Cambridge, England), (47)(47), 5075-5077 (2007-12-01)
The synthesis of the stereospecifically fluorinated difluoro- and trifluoro- rac-3 and rac-4 is described where the fluorine atoms are positioned adjacent/vicinal to each other and the physical characteristics of these candidate liquid crystals including negative dielectric anisotropy are measured and
H P Monteiro et al.
Archives of biochemistry and biophysics, 271(2), 536-545 (1989-06-01)
Release of iron from ferritin by the polyhydroxypyrimidines, dialuric acid, isouramil, divicine, and acid-hydrolyzed vicine, was measured. Iron was released at fast initial rates which gradually declined to zero in 10 min. All the compounds were better reductants for ferritin-iron
Masatoshi Shibuya et al.
Organic letters, 14(19), 5010-5013 (2012-09-21)
A mild and user-friendly one-pot oxidative cleavage of vicinal diols to their corresponding (di)carboxylic acids using AZADOs and PhI(OAc)(2) is described. 1,2-Diols and 2,3-diols as well as 1,2,3-triol gave one- or two-carbon-unit-shorter carboxylic acids. Internal vicinal diols also smoothly underwent
Oskari K Karjalainen et al.
Organic & biomolecular chemistry, 10(22), 4311-4326 (2012-04-27)
The vicinal amino alcohol is a common motif in natural products and pharmaceuticals. Amino acids constitute a natural, inexpensive, and enantiopure choice of starting material for the synthesis of such functionalities. However, the matters concerning diastereoselectivity are not obvious. This
Carlo Giuseppe Rizzello et al.
Scientific reports, 6, 32452-32452 (2016-09-01)
In spite of its positive repercussions on nutrition and environment, faba bean still remains an underutilized crop due to the presence of some undesired compounds. The pyrimidine glycosides vicine and convicine are precursors of the aglycones divicine and isouramil, the

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