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A8980

Sigma-Aldrich

Acarbose

≥95% (HPLC)

Synonym(s):

4",6"-Dideoxy-4"-([1S]-[1,4,6/5]-4,5,6-trihydroxy-3-hydroxymethyl-2-yclohexenylamino)-maltotriose

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About This Item

Empirical Formula (Hill Notation):
C25H43NO18
CAS Number:
56180-94-0
Molecular Weight:
645.60
EC Number:
260-030-7
MDL number:
MFCD00869592
UNSPSC Code:
12352201
PubChem Substance ID:
329771024
NACRES:
NA.25

biological source

bacterial (Actinoplanes)

Assay

≥95% (HPLC)

form

powder

impurities

<9.4% water (Karl Fischer)

color

white to off-white

solubility

H2O (CO2 free): 50 mg/mL, clear, colorless

storage temp.

room temp

SMILES string

C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@H](O)O[C@@H]3CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]4C=C(CO)[C@@H](O)[C@H](O)[C@H]4O

InChI

1S/C25H43NO18/c1-6-11(26-8-2-7(3-27)12(30)15(33)13(8)31)14(32)19(37)24(40-6)43-22-10(5-29)42-25(20(38)17(22)35)44-21-9(4-28)41-23(39)18(36)16(21)34/h2,6,8-39H,3-5H2,1H3/t6-,8+,9-,10-,11-,12-,13+,14+,15+,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-/m1/s1

InChI key

XUFXOAAUWZOOIT-SXARVLRPSA-N

Gene Information

human ... AMY2A(279) , MGAM(8972)

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Application

Acarbose, a derivitized maltotriose antidiabetic drug, is a reversible α-glucosidase inhibitor used in medical studies to control the effects of Type II diabetes. Acarbose is often used as a reference to which other α-glucosidase inhibitors are compared.

Biochem/physiol Actions

Modified tetrasaccharide that acts as a reversible α -glucosidase inhibitor.

Other Notes

To gain a comprehensive understanding of our extensive range of Oligosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ranee Singh et al.
Journal of feline medicine and surgery, 17(10), 848-857 (2014-10-26)
Feeding a low carbohydrate diet is recommended for diabetic cats; however, some cats may require diets containing moderate-to-high carbohydrate and may benefit from the use of therapeutic agents to improve glycemic control. The aim of the study was to determine
Muhammad Jihad Sandikapura et al.
Pakistan journal of pharmaceutical sciences, 31(2(Suppl.)), 623-635 (2018-04-08)
The study was aimed to perform aqueous extraction of two plants using different extraction methods, and evaluate their antioxidant and antidiabetic potential. Plant materials were extracted by maceration, soxhlet, sonication and fresh juice methods to produce aqueous extracts. In vitro
Alessandro Leone et al.
Nutrients, 10(10) (2018-10-17)
The hypoglycemic effect in humans of Moringa oleifera (MO) leaf powder has, to date, been poorly investigated. We assessed the chemical composition of MO leaf powder produced at Saharawi refugee camps, its in vitro ability to inhibit α-amylase activity, and
Ashley S Boath et al.
Food chemistry, 135(3), 929-936 (2012-09-08)
Polyphenol-rich extracts from certain berries inhibited α-glucosidase activity in vitro. The two most effective berry extracts, from black currant and rowanberry, inhibited α-glucosidase with IC(50) values respectively of 20 and 30μg GAE/ml and were as effective as the pharmaceutical inhibitor
Henriëtte J Rozeboom et al.
The Journal of biological chemistry, 288(37), 26764-26774 (2013-08-02)
α-1,4-Glucan lyase (EC 4.2.2.13) from the red seaweed Gracilariopsis lemaneiformis cleaves α-1,4-glucosidic linkages in glycogen, starch, and malto-oligosaccharides, yielding the keto-monosaccharide 1,5-anhydro-D-fructose. The enzyme belongs to glycoside hydrolase family 31 (GH31) but degrades starch via an elimination reaction instead of
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