240850
D-Sorbitol
99% (GC)
Synonym(s):
D-Glucitol
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About This Item
Empirical Formula (Hill Notation):
C6H14O6
CAS Number:
Molecular Weight:
182.17
Beilstein:
1721899
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.21
vapor density
<1 (vs air)
Quality Level
vapor pressure
<0.1 mmHg ( 25 °C)
Assay
99% (GC)
form
powder
optical activity
[α]20/D +104°, c = 0.4 in acidified ammonium molybdate
color
white
useful pH range
5.0-7.0 (25 °C, 182 g/L)
mp
98-100 °C (lit.)
solubility
water: soluble 182 g/L at 20 °C (68 °F )
SMILES string
OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO
InChI
1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5-,6-/m1/s1
InChI key
FBPFZTCFMRRESA-JGWLITMVSA-N
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Application
May be used for washing spheroplasts and in isoelectric focusing to minimize endoosmotic flow in agarose gels. May be used to induce osmotic stress.
Sorbitol, a bacterial culture supplement, has been used for the preparation of selective plating media to culture Sorbitol-fermenting bacteria including strains of Escherichia coli and Yersinia enterocolitica. It has also been used as one of the ingredients to prepare Drosophila embryos for immunoelectron microscopy. It has also been used as an additive to glucuronoxylan as potential food packaging material.
Biochem/physiol Actions
D-Sorbitol is a sugar alcohol that is commonly used as a sugar substitute. It occurs naturally and is also produced synthetically from glucose. The food industry uses D-sorbitol as an additive in the form of a sweetener, humectant, emulsifier, thickener, or dietary supplement. D-Sorbitol has also been found in cosmetics, paper, and pharmaceuticals. Naturally, D-sorbitol occurs widely in plants via photosynthesis, ranging from algae to higher order fruits of the family Rosaceae.
Sorbitol is a slowly metabolized sugar alcohol produced by reduction of glucose. In the polyol pathway, sorbitol is further oxidized to fructose by sorbitol dehydrogenase. Sorbitol does not diffuse easily across the cell membranes and may cause osmotic damage to the cells. The metabolism of sorbitol is most important in the pathology of diabetes related vascular complications.
Other Notes
To gain a comprehensive understanding of our extensive range of Sugar alcohols 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
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M Brownlee
Nature, 414(6865), 813-820 (2001-12-14)
Diabetes-specific microvascular disease is a leading cause of blindness, renal failure and nerve damage, and diabetes-accelerated atherosclerosis leads to increased risk of myocardial infarction, stroke and limb amputation. Four main molecular mechanisms have been implicated in glucose-mediated vascular damage. All
J Jeffery et al.
Proceedings of the National Academy of Sciences of the United States of America, 80(4), 901-905 (1983-02-01)
A pathway from glucose via sorbitol bypasses the control points of hexokinase and phosphofructokinase in glucose metabolism. It also may produce glycerol, linking the bypass to lipid synthesis. Utilization of this bypass is favored by a plentiful supply of glucose--hence
Shiliang Zhang et al.
Methods in molecular biology (Clifton, N.J.), 475, 275-297 (2008-11-04)
Myoblast fusion in Drosophila has become a powerful genetic system with which to unravel the mechanisms underlying cell fusion. The identification of important components of myoblast fusion by genetic analysis has led to a molecular pathway toward our understanding of
Maria Gröndahl et al.
Biomacromolecules, 5(4), 1528-1535 (2004-07-13)
Free films based on glucuronoxylan isolated from aspen wood were prepared by casting from aqueous solutions and drying in a controlled environment. Addition of xylitol or sorbitol facilitated film formation and thus examination of the material properties of these films.
Gregory M LaMonte et al.
Nature communications, 11(1), 1780-1780 (2020-04-15)
A promising new compound class for treating human malaria is the imidazolopiperazines (IZP) class. IZP compounds KAF156 (Ganaplacide) and GNF179 are effective against Plasmodium symptomatic asexual blood-stage infections, and are able to prevent transmission and block infection in animal models.
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