532673
栗精胺
98%
别名:
(1S,6S,7R,8R,8aR)-1,6,7,8-四羟基八氢吲哚里西定, (1S,6S,7R,8R,8aR)-八氢-1,6,7,8-吲嗪四醇, 1,6,7,8-四羟基八氢吲嗪, 栗树精胺
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关于此项目
经验公式（希尔记法）:
C8H15NO4
化学文摘社编号:
分子量:
189.21
UNSPSC Code:
12352204
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3588654
产品名称
栗精胺, 98%
InChI
1S/C8H15NO4/c10-4-1-2-9-3-5(11)7(12)8(13)6(4)9/h4-8,10-13H,1-3H2/t4-,5-,6+,7+,8+/m0/s1
SMILES string
[H][C@]12[C@@H](O)CCN1C[C@H](O)[C@@H](O)[C@@H]2O
InChI key
JDVVGAQPNNXQDW-TVNFTVLESA-N
assay
98%
optical activity
[α]20/D +80°, c = 0.9 in H2O
mp
213-217 °C (lit.)
functional group
hydroxyl
Quality Level
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
Elena M Sánchez-Fernández et al.
Chemical communications (Cambridge, England), 46(29), 5328-5330 (2010-06-17)
sp(2)-Iminosugar-type castanospermine analogues bearing an alpha-configured N-, S-, or C-linked pseudoanomeric group have been designed as selective inhibitors of the neutral alpha-glucosidases involved in N-glycoprotein processing; evaluation in breast cancer cell growth indicated a significant antiproliferative potential that was dependent
Thomas Jensen et al.
The Journal of organic chemistry, 74(22), 8886-8889 (2009-10-28)
A nine-step synthesis of (+)-castanospermine has been accomplished in 22% overall yield from methyl alpha-D-glucopyranoside. The key transformations involve a zinc-mediated fragmentation of benzyl-protected methyl 6-iodoglucopyranoside, ring-closing olefin metathesis, and strain-release transannular cyclization to afford the indolizidine skeleton of the
Julien Ceccon et al.
Organic & biomolecular chemistry, 7(10), 2029-2031 (2009-05-08)
An asymmetric synthesis of (+)-castanospermine is presented in which enol ether metathesis-hydroboration/oxidation is used for stereoselective installation of the trans-trans hydroxyl groups on the piperidine ring of the alkaloid.
Matilde Aguilar-Moncayo et al.
Organic & biomolecular chemistry, 7(13), 2738-2747 (2009-06-18)
Synthesis of a panel of iso(thio)urea-type ring-modified castanospermine analogues bearing a freely mutarotating pseudoanomeric hydroxyl group results in tight-binding beta-glucosidase inhibitors with unusual binding signatures; the presence of an N-octyl substituent imparts a remarkable anomeric selectivity, promoting strong binding of
Tomohisa Kato et al.
Analytical biochemistry, 405(1), 103-108 (2010-06-24)
Saccharide primers, such as dodecyl beta-lactoside (Lac-C12), are unique artificial precursors of glycolipid synthesis. In culture media supplemented with saccharide primers, they are taken up by the cells in the culture media and glycosylated by cellular glycosyltransferases in the Golgi
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