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69686

Supelco

Shikimic acid

analytical standard

Sinonimo/i:

(3R,4S,5R)-(−)-3,4,5-Trihydroxy-1-cyclohexenecarboxylic acid

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About This Item

Formula empirica (notazione di Hill):
C7H10O5
Numero CAS:
Peso molecolare:
174.15
Beilstein:
2210055
Numero CE:
Numero MDL:
Codice UNSPSC:
85151701
ID PubChem:
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

Saggio

98.0-102.0% (T)

Attività ottica

[α]/D -180.0±5.0°, c = 4 in H2O

Durata

limited shelf life, expiry date on the label

tecniche

HPLC: suitable
gas chromatography (GC): suitable

Punto di fusione

185-187 °C (lit.)

applicazioni

food and beverages

Formato

neat

Temperatura di conservazione

2-8°C

Stringa SMILE

O[C@@H]1CC(=C[C@@H](O)[C@H]1O)C(O)=O

InChI

1S/C7H10O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1,4-6,8-10H,2H2,(H,11,12)/t4-,5-,6-/m1/s1
JXOHGGNKMLTUBP-HSUXUTPPSA-N

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Applicazioni

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Shikimic acid has been used as a reference standard in the separation and determination of the analyte in fronds of brown seaweed, Cystoseira tamariscifolia using ultra high-performance liquid chromatography with ultraviolet detection (UHPLC-UV).

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

This compound is commonly found in plants of the genus: ginkgo

Pittogrammi

Corrosion

Avvertenze

Danger

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Eye Dam. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3


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Ecophysiological and metabolic responses to interactive exposure to nutrients and copper excess in the brown macroalga Cystoseira tamariscifolia.
Celis-Pla MSP, et al.
Marine Pollution Bulletin, 128, 214-222 (2018)
Ruben Vanholme et al.
Science (New York, N.Y.), 341(6150), 1103-1106 (2013-08-21)
Lignin is a major component of plant secondary cell walls. Here we describe caffeoyl shikimate esterase (CSE) as an enzyme central to the lignin biosynthetic pathway. Arabidopsis thaliana cse mutants deposit less lignin than do wild-type plants, and the remaining
Garima Rawat et al.
Applied microbiology and biotechnology, 97(10), 4277-4287 (2013-04-05)
Shikimic acid is an industrially important chiral compound used as a key ingredient in formulation of drug Oseltamivir phosphate (Tamiflu) for the treatment of swine/avian flu. The high cost and limited availability of shikimic acid isolated from plants has detained
Saptarshi Ghosh et al.
Biotechnology advances, 30(6), 1425-1431 (2012-03-27)
Shikimic acid is a key intermediate for the synthesis of the antiviral drug oseltamivir (Tamiflu®). Shikimic acid can be produced via chemical synthesis, microbial fermentation and extraction from certain plants. An alternative production route is via biotransformation of the more
Hiroshi Maeda et al.
Annual review of plant biology, 63, 73-105 (2012-05-05)
L-tryptophan, L-phenylalanine, and L-tyrosine are aromatic amino acids (AAAs) that are used for the synthesis of proteins and that in plants also serve as precursors of numerous natural products, such as pigments, alkaloids, hormones, and cell wall components. All three

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