G8641
D-Glucosamine 6-sulfate
≥99% (TLC)
Synonym(s):
GlcN-6S
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About This Item
Empirical Formula (Hill Notation):
C6H13NO8S
CAS Number:
Molecular Weight:
259.23
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
Recommended Products
Assay
≥99% (TLC)
form
powder
technique(s)
thin layer chromatography (TLC): suitable
storage temp.
2-8°C
SMILES string
NC(C=O)C(O)C(O)C(O)COS(O)(=O)=O
InChI
1S/C6H13NO8S/c7-3(1-8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,9-11H,2,7H2,(H,12,13,14)
InChI key
KRCSEEITTBNSQS-UHFFFAOYSA-N
Biochem/physiol Actions
D-glucosamine 6-sulfate was shown to activate the ribozyme GlmS which catalyzes the production of glucosamine-6-phosphate.
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 Information
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Adam Roth et al.
RNA (New York, N.Y.), 12(4), 607-619 (2006-02-18)
The glmS ribozyme is a riboswitch class that occurs in certain Gram-positive bacteria, where it resides within mRNAs encoding glucosamine 6-phosphate synthase. Members of this self-cleaving ribozyme class rapidly catalyze RNA transesterification upon binding GlcN6P, and genetic evidence suggests that
M Petitou et al.
Carbohydrate research, 179, 163-172 (1988-08-15)
Known methyl (prop-1-enyl 2,3-di-O-benzyl-alpha-D-glucopyranosid)uronate was first converted into methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinyl-alpha-D-gluco-pyranosid)uro nat e. Acid hydrolysis, followed by treatment with (bromomethylene)-dimethylammonium bromide, gave methyl (2,3-di-O-benzyl-4-O-levulinyl-alpha-D-glucopyranosyl bromide)uronate. Condensation of this bromide with 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-beta-D-glucopyranose gave 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(methyl 2,3-di-O-benzyl-4-O- levulinyl-beta-D-glucopyranosyluronate)-beta-D-glucopyranose. Acetolysis, followed by selective anomeric
B Lindahl et al.
The Journal of biological chemistry, 274(43), 30631-30635 (1999-10-16)
Heparan sulfate found in the cerebral plaques of Alzheimer's disease binds to beta-amyloid (Abeta) fibrils. This interaction has been proposed to enhance fibril deposition and mediate Abeta-induced glia activation and neurotoxicity. On the other hand, heparan sulfate augments signaling of
Marcela Maldonado et al.
Acta histochemica, 106(1), 3-10 (2004-03-23)
In previous studies, we have found that negatively charged, but not uncharged, amino acids and sugars block sea urchin fertilization. These studies were developed from modeling work in non-living systems using derivatized agarose beads that suggested that charge-charge bonding may
J S Bruce et al.
European journal of biochemistry, 152(1), 75-82 (1985-10-01)
A specific glyco-6-O-sulphatase has been purified to homogeneity from Flavobacterium heparinum. The enzyme hydrolyses the 6-O-sulphates of 2-deoxy-2-sulphamido-6-O-sulpho-D-glucose (GlcNS-6S), 2-acetamido-2-deoxy-6-O-sulpho-D-glucose (GlcNAc-6S) and 2-amino-2-deoxy-6-O-sulphato-D-glucose (GlcN-6S). The activity was purified 2100-fold by successive chromatography on CM-Sepharose CL-6B, Sepharose CL-4B, hydroxyapatite and blue-Sepharose
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