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138622

Sigma-Aldrich

D-(−)-奎宁酸

98%

同義詞:

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

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About This Item

經驗公式（希爾表示法）:
C7H12O6
CAS號碼:
77-95-2
分子量：:
192.17
Beilstein:
2212412
EC號碼:
201-072-8
MDL號碼:
MFCD00003864
分類程式碼代碼:
51113400
PubChem物質ID:
24848361
NACRES:
NA.22

品質等級

200

化驗

98%

形狀

powder

光學活性

[α]20/D −43.9°, c = 11.2 in H2O

官能基

carboxylic acid
hydroxyl

SMILES 字串

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 密鑰

AAWZDTNXLSGCEK-WYWMIBKRSA-N

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相關類別

一般說明

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。

應用

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。

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H319

危險分類

Eye Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 1

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

從最近期的版本中選擇一個：

分析證明 (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)
d-(-)-Quinic acid: a chiron store for natural product synthesis
Barco A, et al
Tetrahedron Asymmetry, 8(21), 3515-3545 (1997)
Qiuling Li et al.
G3 (Bethesda, Md.), 6(10), 3351-3359 (2016-08-26)
Drosophila melanogaster is a powerful model organism for dissecting the molecular mechanisms that regulate sleep, and numerous studies in the fly have identified genes that impact sleep-wake cycles. Conditional genetic analysis is essential to distinguish the mechanisms by which these
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