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G5509

Sigma-Aldrich

D-Glucosamine 6-phosphate

≥98% (TLC)

Synonym(s):

2-Amino-2-deoxyglucose 6-phosphate

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About This Item

Empirical Formula (Hill Notation):
C6H14NO8P
CAS Number:
3616-42-0
Molecular Weight:
259.15
MDL number:
MFCD00067382
UNSPSC Code:
12352201
PubChem Substance ID:
24895214
NACRES:
NA.25
Pricing and availability is not currently available.

biological source

natural (inorganic)

Quality Level

300

Assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤10% water (Karl Fischer)

color

white

solubility

water: 50 mg/mL, clear to hazy, colorless to almost colorless

storage temp.

−20°C

SMILES string

NC(C=O)C(O)C(O)C(O)COP(O)(O)=O

InChI

1S/C6H14NO8P/c7-3(1-8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,9-11H,2,7H2,(H2,12,13,14)

InChI key

AEJSSXDYDSUOOZ-UHFFFAOYSA-N

General description

D-Glucosamine 6-phosphate, the natural form of glucosamine, is a monosaccharide produced during hexosamine biosynthesis pathway by the enzyme glucosamine-6-phosphate deaminase from the two substrates fructose 6-phosphate and glutamine. [1]

Linkage

Stability is greater than that of the sodium salt.

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000353843
0000353847
0000314667
0000314651
0000314650

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Reflections on glycobiology.
S Roseman
The Journal of biological chemistry, 276(45), 41527-41542 (2001-09-13)
Wu-Hsiung Wu et al.
Royal Society open science, 7(3), 191241-191241 (2020-04-10)
Cancer cells are known to exhibit unusual metabolic activity, and yet few metabolic cancer driver genes are known. Genetic alterations and epigenetic modifications of cancer cells result in the abnormal regulation of cellular metabolic pathways that are different when compared
Adrian R Ferré-D'Amaré
Quarterly reviews of biophysics, 43(4), 423-447 (2010-09-09)
The glmS ribozyme is the first known example of a natural ribozyme that has evolved to require binding of an exogenous small molecule for activity. In Gram-positive bacteria, this RNA domain is part of the messenger RNA (mRNA) encoding the
Pavel Banás et al.
The journal of physical chemistry. B, 114(26), 8701-8712 (2010-06-12)
The glmS catalytic riboswitch is part of the 5'-untranslated region of mRNAs encoding glucosamine-6-phosphate (GlcN6P) synthetase (glmS) in numerous gram-positive bacteria. Binding of the cofactor GlcN6P induces site-specific self-cleavage of the RNA. However, the detailed reaction mechanism as well as
Yao Xin et al.
RNA (New York, N.Y.), 16(12), 2455-2463 (2010-10-26)
The GlmS ribozyme is believed to exploit a general acid-base catalytic mechanism in the presence of glucosamine-6-phosphate (GlcN6P) to accelerate self-cleavage by approximately six orders of magnitude. The general acid and general base are not known, and the role of
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