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N-Acetylmannosamine - 10mM in DMSO, high purity , CAS No.7772-94-3

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
N425917
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SKU Size
Availability
Price Qty
N425917-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$300.90

Basic Description

Synonyms 7772-94-3 | N-acetylmannosamine | N-((2R,3S,4R,5S,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide | N-Acetyl-beta-D-mannosamine | beta-ManNAc | N-[(2R,3S,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide | N-acetyl-beta-mannosam
Specifications & Purity 10mM in DMSO
Biochemical and Physiological Mechanisms N-Acetyl-D-mannosamine (ManNAc) is an essential precursor of N-acetylneuraminic acid (NeuAc), the specific monomer of polysialic acid. Transport studies in the E. coli K1 strain have been performed to probe the effect of ManNAc on capsular polysialic acid
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

N-Acetyl-D-mannosamine (ManNAc) is used as a substrate to identify, differentiate and characterize enzymes such as N-acetyl-glucosamine epimerase(s) and aldolase(s). N-Acetyl-D-mannosamine is used for the synthesis of of N-acetylneuraminic acid.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organic oxygen compounds
Class Organooxygen compounds
Subclass Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Aminosaccharides - Amino sugars
Direct Parent Acylaminosugars
Alternative Parents N-acyl-alpha-hexosamines  Hexoses  Oxanes  Acetamides  Secondary carboxylic acid amides  Secondary alcohols  Hemiacetals  Polyols  Oxacyclic compounds  Primary alcohols  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic heteromonocyclic compounds
Substituents Acylaminosugar - N-acyl-alpha-hexosamine - Hexose monosaccharide - Monosaccharide - Oxane - Acetamide - Carboxamide group - Hemiacetal - Secondary carboxylic acid amide - Secondary alcohol - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organonitrogen compound - Primary alcohol - Carbonyl group - Aliphatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.
External Descriptors N-acetyl-D-mannosamine

Names and Identifiers

IUPAC Name N-[(2R,3S,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
INCHI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8-/m1/s1
InChIKey OVRNDRQMDRJTHS-OZRXBMAMSA-N
Smiles CC(=O)NC1C(C(C(OC1O)CO)O)O
Isomeric SMILES CC(=O)N[C@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O)O
Molecular Weight 221.21
Reaxy-Rn 1913591
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1913591&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Hygroscopic
Molecular Weight 221.210 g/mol
XLogP3 -1.700
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 2
Exact Mass 221.09 Da
Monoisotopic Mass 221.09 Da
Topological Polar Surface Area 119.000 Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 235.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 5
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 1

Citations of This Product

1. Yue Sun, Shi-Qi Cheng, Junkai Ma, Fei Zhu, Wei Hong, Haibing Li.  (2020)  Biomimetic nanochannels platform for detecting N-acetylglucosamine analogues.  SENSORS AND ACTUATORS B-CHEMICAL,  323  (128705). 

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