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经验公式(希尔记法):
C6H13NO5 · HCl
化学文摘社编号:
分子量:
215.63
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
226-847-8
Beilstein/REAXYS Number:
3914860
MDL number:
InChI key
QKPLRMLTKYXDST-OHXGPSCHSA-N
InChI
1S/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3+,4-,5-,6?;/m1./s1
SMILES string
Cl[H].N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
biological source
crab (shell), shrimp shells
assay
≥98% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
white
mp
168 °C (dec.) (lit.)
solubility
water: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
2-8°C
Quality Level
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Srinivasa-Gopalan Sampathkumar et al.
Nature protocols, 1(5), 2377-2385 (2007-04-05)
The sialic acid biosynthetic pathway in mammalian cells utilizes N-acetyl-D-mannosamine (ManNAc) as a natural metabolic precursor and has the remarkable ability to biosynthetically process non-natural ManNAc analogs. Herein, we describe a recipe-style protocol for the synthesis of the novel peracetylated
Junjie Liu et al.
The Journal of organic chemistry, 69(19), 6273-6283 (2004-09-11)
C1 Nitrogen iminocyclitols are potent inhibitors of N-acetyl-beta-hexosaminidases. Given hexosaminidases' important roles in osteoarthritis, we developed two straightforward and efficient syntheses of C1 nitrogen iminocyclitols from two readily available starting materials, D-mannosamine hydrochloride and the microbial oxidation product of fructose.
Feng Liu et al.
Biochemistry, 48(39), 9194-9201 (2009-09-02)
The Neisseria meningitidis sialic acid synthase (NeuB) catalyzes the metal-dependent condensation of N-acetylmannosamine (ManNAc) and phosphoenolpyruvate (PEP) to generate N-acetylneuraminic acid (NeuAc or sialic acid). N. meningitidis is a causative agent of meningitis and produces a capsular polysaccharide comprised of
Thomas Schwarz et al.
Dalton transactions (Cambridge, England : 2003), 39(23), 5544-5555 (2010-05-12)
The chelating properties of the common aldohexoses d-glucose, d-mannose, and d-galactose are characteristically modified in 2-substituted derivatives. The 2-amino-2-deoxy-aldohexoses provide mono- and bis-metallisable anionic ligands after their reaction with metal probes of the Pd(II)N(2) type (N(2) = bidentate nitrogen ligand).
Christian M Cole et al.
Chembiochem : a European journal of chemical biology, 14(2), 205-208 (2013-01-08)
Sugar coated: We recently developed methylcyclopropenes as low-molecular-weight tetrazine coupling partners. Here, we demonstrate that methylcyclopropenes can meet the stringent steric demands required for metabolic imaging of unnatural mannosamines on live cells. Using sequential azide-alkyne chemistry, we also demonstrate multicolor
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