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Merck
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851450

Sigma-Aldrich

葡醛内酯

≥99%

别名:

D-(+)-葡萄糖醛酸-3,6-内酯, D-葡糖醛酸-6,3-内酯, D-葡糖醛酸内酯, 葡糖醛酸内酯

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About This Item

经验公式（希尔记法）:
C6H8O6
CAS号:
32449-92-6
分子量:
176.12
Beilstein:
83595
EC號碼:
251-053-3
MDL號碼:
MFCD00135622
分類程式碼代碼:
12352115
PubChem物質ID:
24888207
NACRES:
NA.22

化驗

≥99%

形狀

powder

光學活性

[α]24/D +18.8°, c = 8 in H2O

mp

172-175 °C (lit.)

溶解度

water: soluble 25 mg/mL, clear, colorless

SMILES 字串

O=C([C@@H]([C@@H](O1)[C@H](O)[C@H](O)C1=O)O)[H]

InChI

1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h1-5,8-10H/t2-,3+,4-,5+/m0/s1

InChI 密鑰

UYUXSRADSPPKRZ-SKNVOMKLSA-N

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相关类别

一般說明

D-(+)-葡糖醛酸 γ-内酯（Glucourono-γ-内酯、葡糖醛酸或甘草酮）是一种碳水化合物衍生物。在动物和人体内转化为 L-抗坏血酸。其分子中含有两个五元环。对其晶体结构进行了研究。

應用

D-(+)-葡糖醛酸 γ-内酯可用于以下研究：
  • 在 2，3，4，-三 (叔丁基-二甲基硅烷）葡萄糖醛酸三氯乙酯的合成中作为起始试剂，这种酯是抗炎药 ML-3000 的 1-O-酰基葡糖苷酸的制备中必需的。
  • 光学活性吡喃葡萄糖的合成。
  • 长链烷基呋喃葡萄糖苷的合成。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 2

個人防護裝備

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
STBH1181
STBH0355
STBF6746V
STBF8678V
STBF8679V

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C Alford et al.
Amino acids, 21(2), 139-150 (2001-10-23)
The effects of Red Bull Energy Drink, which includes taurine, glucuronolactone, and caffeine amongst the ingredients, were examined over 3 studies in a total of 36 volunteers. Assessments included psychomotor performance (reaction time, concentration, memory), subjective alertness and physical endurance.
Rec. Trav. Chim., 113, 79-79 (1994)
Benjamin J Ayers et al.
The Journal of organic chemistry, 77(18), 7777-7792 (2012-08-30)
The enantiomers of glucuronolactone are excellent chirons for the synthesis of the 10 stereoisomeric 2,5-dideoxy-2,5-iminohexitols by formation of the pyrrolidine ring by nitrogen substitution at C2 and C5, with either retention or inversion of configuration; the stereochemistry at C3 may
Andreas F G Glawar et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(30), 9341-9359 (2012-06-28)
The efficient scalable syntheses of 2-acetamido-1,2-dideoxy-D-galacto-nojirimycin (DGJNAc) and 2-acetamido-1,2-dideoxy-D-gluco-nojirimycin (DNJNAc) from D-glucuronolactone, as well as of their enantiomers from L-glucuronolactone, are reported. The evaluation of both enantiomers of DNJNAc and DGJNAc, along with their N-alkyl derivatives, as glycosidase inhibitors showed
A de Raadt et al.
Carbohydrate research, 220, 101-115 (1991-11-11)
The reaction of protected glucuronic esters 2 and 7, as well as D-glucuronolactone derivative 11, with (trimethylsilyl)methylmagnesium chloride in ether led to the corresponding stable bis-silyl adducts 3, 8, and 12, respectively. In Peterson-type reactions catalysed with mild acid, these
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