S8063
Siastatin B
lyophilized powder
别名:
(3S, 4S, 5R, 6R)-6-(Acetylamino)-4,5-dihydroxy-3-piperidinecarboxylic acid
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关于此项目
经验公式（希尔记法）:
C8H14N2O5
化学文摘社编号:
分子量:
218.21
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
Siastatin B, lyophilized powder, from microbial
SMILES string
CC(=O)N[C@H]1NC[C@@H]([C@H](O)[C@@H]1O)C(O)=O
InChI key
DQTKLICLJUKNCG-ZTYPAOSTSA-N
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
biological source
microbial
form
lyophilized powder
packaging
vial of 23.0 μmol
solubility
H2O: 2.3 mL/vial (for a 10 mM solution)
storage temp.
−20°C
Quality Level
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
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
Y Nishimura et al.
The Journal of antibiotics, 45(6), 963-970 (1992-06-01)
Siastatin B analogues, optically active 2-(trifluoroacetamide)- 3,4,5-trihydroxypiperidines having nitromethyl, aminomethyl and carboxyl branched groups at C-5, and (+)-(2R,3R,4R,5R)-5-(aminomethyl)-3,4,5-trihydroxy-2- (hydroxyacetamido)piperidine have been obtained total synthetically from D-ribono-1,4-lactone. Some analogues have inhibitory activity against some glycosidases, and (+)-(2R,3R,4R,5R)-2-(trifluoroacetamido)-3,4,5-trihydroxypiperi dine-5-carboxylic acid showed a
E Shitara et al.
Organic letters, 2(24), 3837-3840 (2000-12-02)
[reaction: see text] 6-Acetamido-5-amino- and -5-guanidino-3, 4-dehydro-N-(2-ethylbutyryl)-3-piperidinecarboxylic acids (8 and 9) have been synthesized starting from natural siastatin B, a bacterial neuraminidase inhibitor isolated from Streptomyces culture in a stereospecific fashion. These compounds are related to zanamivir and oseltamivir, inhibitors
S Knapp et al.
Organic letters, 2(25), 4037-4040 (2000-12-12)
[structure] The resolved piperidinecarboxylate (R)-7 was converted to siastatin B (1) by an efficient and stereoselective sequence that includes a bromo-beta-lactonization and an N-acyliminium azidation. Two analogues (3 and 4) of siastatin were also prepared.
Y Kawase et al.
The Journal of antibiotics, 49(1), 61-64 (1996-01-01)
Inhibitory activities of A-72363 A-1, A-2 and C, the diastereomers of a neuraminidase inhibitor siastatin B, against various glycosidases were tested in comparison to siastatin B. Despite these compounds differing only in their configuration, each compound showed strikingly different specificities
T Kudo et al.
The Journal of antibiotics, 45(10), 1662-1668 (1992-10-01)
N-Substituted derivatives of siastatin B have been obtained by a chemical modification. Some derivatives showed potent inhibitory activities against Streptococcus sp. and Clostridium perfringens neuraminidases.
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