S8063
Siastatin B
lyophilized powder
Synonym(s):
(3S, 4S, 5R, 6R)-6-(Acetylamino)-4,5-dihydroxy-3-piperidinecarboxylic acid
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About This Item
Empirical Formula (Hill Notation):
C8H14N2O5
CAS Number:
Molecular Weight:
218.21
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Siastatin B, lyophilized powder, from microbial
biological source
microbial
Quality Level
form
lyophilized powder
packaging
vial of 23.0 μmol
solubility
H2O: 2.3 mL/vial (for a 10 mM solution)
storage temp.
−20°C
SMILES string
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 key
DQTKLICLJUKNCG-ZTYPAOSTSA-N
Application
Broad spectrum inhibitor of sialidase.
Biochem/physiol Actions
Streptomyces metabolite, a broad-spectrum inhibitor of neuraminidase (sialidase).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
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.
The Journal of antibiotics, 47(1), 101-107 (1994-01-01)
A trifluoroacetamide analogue of siastatin B, (3S,4S,5R,6R)-6-(trifluoroacetamido)-4,5-dihydroxy-3-piperidine carboxylic acid has been chemically synthesized. This compound, as well as the previously synthesized analogue, (3R,4R,5R,6R)-6-(trifluoroacetamido)-3,4,5-trihydroxy-3-piperid inecarboxylic acid, showed marked inhibitory activity against beta-glucuronidase and significant inhibition of experimental pulmonary metastasis of the
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S8063-5MG | 04061833274279 |