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51883

Sigma-Aldrich

Kanosamine hydrochloride

≥97.0% (TLC)

Synonym(s):

3-Amino-3-deoxy-D-glucose hydrochloride, D-Kanosamine hydrochloride, Kanosamin Hydrochlorid

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About This Item

Empirical Formula (Hill Notation):
C6H13NO5 · HCl
CAS Number:
57649-10-2
Molecular Weight:
215.63
Beilstein:
3914856
UNSPSC Code:
12352201
PubChem Substance ID:
329757761
NACRES:
NA.25
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Assay

≥97.0% (TLC)

form

solid

concentration

15.0-19.0% chloride (AT)

SMILES string

N[C@@H]1[C@@H](O)C(O)O[C@H](CO)[C@H]1O.Cl

InChI

1S/C6H13NO5.ClH/c7-3-4(9)2(1-8)12-6(11)5(3)10;/h2-6,8-11H,1,7H2;1H/t2?,3-,4-,5?,6-;/m1./s1

InChI key

SSMWKOGBJREKIK-QRMZFDPGSA-N

Biochem/physiol Actions

Aminosugar building block of natural products, inhibitor of cell wall biosynthesis

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBT6930
BCBQ3412V

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Jiantao Guo et al.
Journal of the American Chemical Society, 124(36), 10642-10643 (2002-09-05)
The biosynthetic source of the nitrogen atom incorporated into the aminoshikimate pathway has remained a question for some time. 3-Amino-3-deoxy-D-fructose 6-phosphate has previously been demonstrated to be a precursor to 4-amino-3,4-dideoxy-D-arabino-heptulosonic acid 7-phosphate and 3-amino-5-hydroxybenzoic acid via the inferred intermediacy
Je Won Park et al.
Nature chemical biology, 7(11), 843-852 (2011-10-11)
Kanamycin is one of the most widely used antibiotics, yet its biosynthetic pathway remains unclear. Current proposals suggest that the kanamycin biosynthetic products are linearly related via single enzymatic transformations. To explore this system, we have reconstructed the entire biosynthetic
Natasha D Vetter et al.
Journal of the American Chemical Society, 135(16), 5970-5973 (2013-04-17)
The ntd operon in Bacillus subtilis is essential for biosynthesis of 3,3'-neotrehalosadiamine (NTD), an unusual nonreducing disaccharide reported to have antibiotic properties. It has been proposed that the three enzymes encoded within this operon, NtdA, NtdB, and NtdC, constitute a
Kenji Arakawa et al.
Journal of the American Chemical Society, 124(36), 10644-10645 (2002-09-05)
The biosynthesis of 3-amino-5-hydroxybenzoic acid (AHBA), precursor of the ansamycin and mitomycin antibiotics, proceeds by the aminoshikimate pathway from 3,4-dideoxy-4-amino-D-arabino-heptulosonic acid 7-phosphate (aminoDAHP). Identification of RifN, product of one of three genes from the rifamycin biosynthetic gene cluster known to
Karin E van Straaten et al.
The Journal of biological chemistry, 288(47), 34121-34130 (2013-10-08)
NtdA from Bacillus subtilis is a sugar aminotransferase that catalyzes the pyridoxal phosphate-dependent equatorial transamination of 3-oxo-α-D-glucose 6-phosphate to form α-D-kanosamine 6-phosphate. The crystal structure of NtdA shows that NtdA shares the common aspartate aminotransferase fold (Type 1) with residues

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