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138622

D-(−)-奎宁酸

98%

别名:

(-)-Quinic acid, (1alpha,3R,4alpha,5R)-1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid, D-(-)-Quinic acid

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关于此项目

经验公式（希尔记法）:
C7H12O6
化学文摘社编号:
77-95-2
分子量:
192.17
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
24848361
EC Number:
201-072-8
Beilstein/REAXYS Number:
2212412
MDL number:
MFCD00003864
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Quality Level

200

assay

98%

form

powder

optical activity

[α]20/D −43.9°, c = 11.2 in H2O

functional group

carboxylic acid, hydroxyl

SMILES string

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

InChI

1S/C7H12O6/c8-3-1-7(13,6(11)12)2-4(9)5(3)10/h3-5,8-10,13H,1-2H2,(H,11,12)/t3-,4-,5-,7+/m1/s1

InChI key

AAWZDTNXLSGCEK-WYWMIBKRSA-N

General description

D -(-)-奎尼酸是一种植物代谢产物，是多步化学合成天然产物的手性结构单元。

Application

D -(-)-奎尼酸已被用作标准品，通过 HPLC 测定苦龙胆茶 和开发蔓越莓果实中有机酸的组成。可用于制备 3,4- O -异亚丙基-3 ( R )，4 ( S )-二羟基环己酮。
D-(−)-奎宁酸可：      
  • 与硫酸铜(II)一起用作手性选择电解质。该电解质用于通过配体交换毛细管电泳法对DL酒石酸进行手性拆分。        
  • 合成3,4,6-三羟基氮杂卓、7-羟甲基-3,4,5-三羟基氮杂卓和3,4,5-三羟基氮杂卓的立体异构体的起始物质，作为糖苷酶的潜在抑制剂。        
  • 用于制备三羟基哌啶衍生物和(+)-原栎醇糖苷酶抑制剂的前体。

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

存储类别

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCG1838
BCCD5637
BCCC9683
BCCB3950
BCBW9003

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Christopher J Potter et al.
Nature protocols, 6(8), 1105-1120 (2011-07-09)
In Drosophila, the GAL4/UAS/GAL80 repressible binary expression system is widely used to manipulate or mark tissues of interest. However, complex biological systems often require distinct transgenic manipulations of different cell populations. For this purpose, we recently developed the Q system
Tzenge-Lien Shih et al.
The Journal of organic chemistry, 72(11), 4258-4261 (2007-05-08)
Several new stereoisomers of 3,4,6-trihydroxyazepanes and 7-hydroxymethyl-3,4,5-trihydroxyazepanes as well as known 3,4,5-trihydroxyazepanes were synthesized as potent glycosidase inhibitors from D-(-)-quinic acid in an efficient manner. The key step employs dihydroxylation of protected chiral 1,4,5-cyclohex-2-enetriols under RuCl3/NaIO4/phosphate buffer (pH 7) condition
A unified asymmetric approach to substituted hexahydroazepine and 7-azabicyclo [2.2. 1] heptane ring systems from D (-)-quinic acid: Application to the formal synthesis of (-)-balanol and (-)-epibatidine
Albertini E, et al
Tetrahedron Letters, 38(4), 681-684 (1997)
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全球贸易项目编号

货号GTIN
138622-100G04061838732392
138622-25G04061838732408