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About This Item
Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
Assay
≥98.0% (HPLC)
optical activity
[α]/D +23.0±2°, 24 hr, c = 0.5% in H2O
storage temp.
room temp
SMILES string
OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI
1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5-,6?/m0/s1
InChI key
WQZGKKKJIJFFOK-QRXFDPRISA-N
Application
L-(+)-Gulose, a rare aldohexose sugar C-3 epimer of galactose, is used in the development of various drugs and to glycosylate alginates. L-(+)-Gulose is a substrate of GDP-mannose 3′,5′-epimerase in plants and may be a precursor of L-ascorbic acid in plants.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Daniele Castagnolo et al.
Carbohydrate research, 344(11), 1285-1288 (2009-06-09)
An efficient and stereoselective synthesis of D,L-gulose was described. The key step of the synthetic route is represented by a multicomponent enyne cross metathesis-hetero Diels-Alder reaction which allows the formation of the pyran ring from cheap and commercially available substrates
Jasper Dinkelaar et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(30), 9400-9411 (2008-09-05)
The glycosylation properties of gulopyranosides have been mapped out, and it is shown that gulose has an intrinsic preference for the formation of 1,2-cis-glycosidic bonds. It is postulated that this glycosylation behaviour originates from nucleophilic attack at the oxacarbenium ion
Yunshan Sun et al.
The Journal of organic chemistry, 77(17), 7401-7410 (2012-08-03)
A versatile synthesis of orthogonally protected derivatives of carba-α-D-glucosamine, carba-α-D-mannose, carba-α-D-mannuronic acid, carba-β-L-idosamine, and carba-β-L-gulose from methyl α-D-mannoside is described. Our synthetic strategy utilizes the palladium-promoted Ferrier carbocyclization and persistent butane-2,3-diacetal protection to produce a key chiral cyclohexanone intermediate, from
Saikat Dutta et al.
ACS applied materials & interfaces, 4(3), 1560-1564 (2012-02-18)
Self-assembled TiO(2) nanoparticulate materials with well-defined spherical morphologies were synthesized by using a biopolymer sodium alginate as a template under different synthesis conditions. Powder X-ray diffraction (XRD), transmission electron microscopy (TEM), and scanning electron microscopy (SEM) techniques were used to
Y Zhu et al.
The Journal of organic chemistry, 66(19), 6244-6251 (2001-09-18)
High-resolution (13)C NMR spectra (150 MHz) have been obtained on the complete series of D-aldohexoses (D-allose 1, D-altrose 2, D-galactose 3, D-glucose 4, D-gulose 5, D-idose 6, D-mannose 7, D-talose 8) selectively labeled with (13)C at C1 in order to
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