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Merck

S8063

Sigma-Aldrich

Siastatin B

lyophilized powder

别名:

(3S, 4S, 5R, 6R)-6-(Acetylamino)-4,5-dihydroxy-3-piperidinecarboxylic acid

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About This Item

经验公式(希尔记法):
C8H14N2O5
CAS号:
分子量:
218.21
MDL號碼:
分類程式碼代碼:
12352202
PubChem物質ID:
NACRES:
NA.77

product name

Siastatin B, lyophilized powder, from microbial

生物源

microbial

品質等級

形狀

lyophilized powder

包裝

vial of 23.0 μmol

溶解度

H2O: 2.3 mL/vial (for a 10 mM solution)

儲存溫度

−20°C

SMILES 字串

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

InChI

1S/C8H14N2O5/c1-3(11)10-7-6(13)5(12)4(2-9-7)8(14)15/h4-7,9,12-13H,2H2,1H3,(H,10,11)(H,14,15)/t4-,5-,6-,7+/m0/s1

InChI 密鑰

DQTKLICLJUKNCG-ZTYPAOSTSA-N

應用

Broad spectrum inhibitor of sialidase.

生化/生理作用

Streptomyces metabolite, a broad-spectrum inhibitor of neuraminidase (sialidase).

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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T Takatsu et al.
The Journal of antibiotics, 49(1), 54-60 (1996-01-01)
Novel heparanse inhibitors, A72363 A-1, A-2, and C, were isolated from the culture filtrate of Streptomyces nobilis SANK 60192 by column chromatography on various resinous adsorbents, followed by preparative anion exchange HPLC. Spectroscopic studies revealed that they are diastereomers of
K I Kondo et al.
Natural product letters, 15(6), 371-375 (2002-02-13)
N-Alkyl-3-decarboxy-3-hydroxymethylsiastatin B, N-alkyl analogues of gem-diamine 1-N-iminosugars, is a new family of glycosidase inhibitors that have been synthesized from siastatin B isolated from Streptomyces culture. These compounds were evaluated as glycosidase inhibitors.
Y Nishimura et al.
Bioorganic & medicinal chemistry, 4(1), 91-96 (1996-01-01)
N-Acetylgalactosamine-based 1-N-iminosugars, new types of glycosidase inhibitor have been synthesized by modeling on siastatin B, isolated from a Streptomyces culture. The analogues of siastatin B were proved to be potent inhibitors for alpha-N-acetylgalactosaminidase and/or beta-N-acetylglucosaminidase.
Synthesis and antimetastatic activity of 6-trichloroacetamido and 6-guanidino analogues of siastatin B.
T Satoh et al.
The Journal of antibiotics, 49(3), 321-325 (1996-03-01)
T Kudo et al.
The Journal of antibiotics, 45(6), 954-962 (1992-06-01)
Totally synthetic analogues of siastatin B, optically active 2-acetamido-3,4,5-trihydroxypiperidines having the nitromethyl, aminomethyl and carboxyl branched groups at C-5 have been obtained from D-ribono-1,4-lactone by a stereospecific convergent method. Some analogues showed inhibitory activity against some glycosidases.

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