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67328

Sigma-Aldrich

Methyl 6-O-(N-heptylcarbamoyl)-α-D-glucopyranoside

≥97.0% (TLC)

Synonym(s):

6-O-(N-Heptylcarbamoyl)-methyl-α-D-glucopyranoside, HECAMEG

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About This Item

Empirical Formula (Hill Notation):
C15H29NO7
CAS Number:
115457-83-5
Molecular Weight:
335.39
Beilstein:
3560078
MDL number:
MFCD00077425
UNSPSC Code:
12161900
PubChem Substance ID:
57652077
NACRES:
NA.25

description

non-ionic

Assay

≥97.0% (TLC)

form

solid

optical activity

[α]20/D +101°

mol wt

335.39 g/mol

CMC

19.5

solubility

H2O: 10 mg/mL, clear, colorless

cation traces

Ca: ≤50 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cr: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
K: ≤100 mg/kg
Mg: ≤50 mg/kg
Mn: ≤50 mg/kg
Na: ≤1000 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

application(s)

microbiology

storage temp.

2-8°C

SMILES string

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

InChI

1S/C15H29NO7/c1-3-4-5-6-7-8-16-15(20)22-9-10-11(17)12(18)13(19)14(21-2)23-10/h10-14,17-19H,3-9H2,1-2H3,(H,16,20)/t10-,11-,12+,13-,14+/m1/s1

InChI key

XPIVOYOQXKNYHA-RGDJUOJXSA-N

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Other Notes

Very mild surfactant, useful for membrane protein studies[1]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

67328-1G:
67328-BULK:
67328-VAR:
67328-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW3628
BCBW3525
BCBV6416
BCBT7350
BCBS1182V

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M Begoña Ruiz et al.
Biochimica et biophysica acta, 1193(2), 301-306 (1994-08-03)
A number of properties and effects of the novel non-ionic detergent Hecameg (6-O-(N-heptylcarbamoyl)-methyl-alpha-D-glucopyranoside) have been examined in view of its possible biochemical applications. In particular, its critical micellar concentration has been measured, and its effects on pure lipid membranes, soluble
G Géhin et al.
Antonie van Leeuwenhoek, 80(3-4), 225-236 (2002-02-06)
Flocculation of yeasts is a cell-cell aggregation phenomenon which is driven by interactions between cell wall lectins and cell wall heteropolysaccharides. In Sabouraud medium, Kluyveromyces bulgaricus was highly flocculent. Incubation of flocculent K. bulgaricus cells with EDTA or Hecameg led
M el-Behhari et al.
Applied microbiology and biotechnology, 49(1), 16-23 (1998-03-06)
The extraction of a lectinic factor involved in yeast flocculation, from two Kluyveromyces lactis strains (a flocculent K. lactis 5c and a non-flocculent K. lactis 5a strain) was performed using EDTA and two surfactants, Hecameg and HTAC. The properties of
D Plusquellec et al.
Analytical biochemistry, 179(1), 145-153 (1989-05-15)
A new surfactant, 6-O-(N-heptylcarbamoyl)-methyl-alpha-D-glucopyranoside (HECAMEG, molar mass 335.38 g), was synthesized by a simple and low cost procedure from methyl-alpha-D-glucopyranoside. This surfactant is characterized by a high solubility in water (even at 0 degree C), ultraviolet light transparency in the
Angelo Benedetti et al.
The Biochemical journal, 367(Pt 2), 505-510 (2002-07-05)
Histone 2A increases glucose-6-phosphatase activity in liver microsomes. The effect has been attributed either to the conformational change of the enzyme, or to the permeabilization of microsomal membrane that allows the free access of substrate to the intraluminal glucose-6-phosphatase catalytic
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