153666-19-4,MFCD01863086
Catalog No.:AA00AQAM

153666-19-4 | KETODEOXYNONULOSONIC ACID

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5mg
≥95%
in stock  
$65.00   $45.00
- +
10mg
≥95%
in stock  
$122.00   $85.00
- +
25mg
≥95%
in stock  
$283.00   $198.00
- +
50mg
≥95%
in stock  
$409.00   $286.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00AQAM
Chemical Name:
KETODEOXYNONULOSONIC ACID
CAS Number:
153666-19-4
Molecular Formula:
C9H16O9
Molecular Weight:
268.2179
MDL Number:
MFCD01863086
SMILES:
OC[C@H]([C@H]([C@@H]1OC(O)(C[C@@H]([C@H]1O)O)C(=O)O)O)O
Properties
Properties
 
Form:
Solid  
MP:
>147C (dec.)  
Storage:
-20 ℃;Keep in dry area;  

Computed Properties
 
Complexity:
308  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
7  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-3.5  

Literature

Title: Sialome analysis of the cephalochordate Branchiostoma belcheri, a key organism for vertebrate evolution.

Journal: Glycobiology 20120401

Title: Practical synthesis of 2-keto-3-deoxy-D-glycero-D-galactononulosonic acid (KDN).

Journal: Organic letters 20111202

Title: Sialoside-based pattern recognitions discriminating infections from tissue injuries.

Journal: Current opinion in immunology 20110201

Title: Stereoselective synthesis of alpha-keto-deoxy-D-glycero-D-galacto-nonulosonic acid glycosides by means of the 4,5-O-carbonate protecting group.

Journal: Angewandte Chemie (International ed. in English) 20100412

Title: Human symbiont Bacteroides thetaiotaomicron synthesizes 2-keto-3-deoxy-D-glycero-D- galacto-nononic acid (KDN).

Journal: Chemistry & biology 20080922

Title: Stereocontrolled and convergent entry to CF2-sialosides: synthesis of CF2-linked ganglioside GM4.

Journal: Journal of the American Chemical Society 20071219

Title: High-affinity ligand probes of CD22 overcome the threshold set by cis ligands to allow for binding, endocytosis, and killing of B cells.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20060901

Title: Introduction. Professor Yasuo Inoue: 1934-2005.

Journal: Glycoconjugate journal 20060701

Title: KDN (deaminated neuraminic acid): dreamful past and exciting future of the newest member of the sialic acid family.

Journal: Glycoconjugate journal 20060701

Title: Structure elucidation of NeuAc, NeuGc and Kdn-containing O-glycans released from Triturus alpestris oviductal mucins. Characterization of the poly LacdiNAc sequence: HSO3(4)(GalNAcbeta1-4GlcNAcbeta1-3)1-3GalNAcbeta1-4(GlcNAcbeta1-3)0-1GlcNAcbeta1-6GalNAc-ol.

Journal: Glycoconjugate journal 20060701

Title: Identification and partial characterization of soluble and membrane-bound KDN(deaminoneuraminic acid)-glycoproteins in human ovarian teratocarcinoma PA-1, and enhanced expression of free and bound KDN in cells cultured in mannose-rich media.

Journal: Glycoconjugate journal 20060701

Title: Oral ingestion of mannose alters the expression level of deaminoneuraminic acid (KDN) in mouse organs.

Journal: Glycoconjugate journal 20060701

Title: Quantification of free sialic acid in urine by HPLC-electrospray tandem mass spectrometry: a tool for the diagnosis of sialic acid storage disease.

Journal: Clinical chemistry 20040201

Title: Engineering sialic acid synthetic ability into insect cells: identifying metabolic bottlenecks and devising strategies to overcome them.

Journal: Biochemistry 20031230

Title: Diversity of the human erythrocyte membrane sialic acids in relation with blood groups.

Journal: FEBS letters 20030116

Title: A polymer with a backbone of 3-deoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid, a teichuronic acid, and a beta-glucosylated ribitol teichoic acid in the cell wall of plant pathogenic Streptomyces sp. VKM Ac-2124.

Journal: European journal of biochemistry 20021201

Title: Diversity of sialic acids revealed using gas chromatography/mass spectrometry of heptafluorobutyrate derivatives.

Journal: Glycobiology 20010801

Title: Molecular cloning of a unique CMP-sialic acid synthetase that effectively utilizes both deaminoneuraminic acid (KDN) and N-acetylneuraminic acid (Neu5Ac) as substrates.

Journal: Glycobiology 20010801

Title: Formal synthesis of (+)-3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) via desymmetrization by ring-closing metathesis.

Journal: Organic letters 20010125

Title: KDN-containing glycoprotein from loach skin mucus.

Journal: Advances in experimental medicine and biology 20010101

Title: Synthesis of CMP-deaminoneuraminic acid (CMP-KDN) using the CTP:CMP-3-deoxynonulosonate cytidylyltransferase from rainbow trout testis. Identification and characterization of a CMP-KDN synthetase.

Journal: The Journal of biological chemistry 19930205

Title: A naturally occurring deaminated neuraminic acid, 3-deoxy-D-glycero-D-galacto-nonulosonic acid (KDN). Its unique occurrence at the nonreducing ends of oligosialyl chains in polysialoglycoprotein of rainbow trout eggs.

Journal: The Journal of biological chemistry 19860905

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SDS
Tags:153666-19-4 Molecular Formula|153666-19-4 MDL|153666-19-4 SMILES|153666-19-4 KETODEOXYNONULOSONIC ACID
Catalog No.: AA00AQAM
153666-19-4,MFCD01863086
153666-19-4 | KETODEOXYNONULOSONIC ACID
Pack Size: 5mg
Purity: ≥95%
in stock
$65.00 $45.00
Pack Size: 10mg
Purity: ≥95%
in stock
$122.00 $85.00
Pack Size: 25mg
Purity: ≥95%
in stock
$283.00 $198.00
Pack Size: 50mg
Purity: ≥95%
in stock
$409.00 $286.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA00AQAM
Chemical Name: KETODEOXYNONULOSONIC ACID
CAS Number: 153666-19-4
Molecular Formula: C9H16O9
Molecular Weight: 268.2179
MDL Number: MFCD01863086
SMILES: OC[C@H]([C@H]([C@@H]1OC(O)(C[C@@H]([C@H]1O)O)C(=O)O)O)O
Properties
Form: Solid  
MP: >147C (dec.)  
Storage: -20 ℃;Keep in dry area;  
Complexity: 308  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 9  
Hydrogen Bond Donor Count: 7  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: -3.5  
Literature fold

Title: Sialome analysis of the cephalochordate Branchiostoma belcheri, a key organism for vertebrate evolution.

Journal: Glycobiology20120401

Title: Practical synthesis of 2-keto-3-deoxy-D-glycero-D-galactononulosonic acid (KDN).

Journal: Organic letters20111202

Title: Sialoside-based pattern recognitions discriminating infections from tissue injuries.

Journal: Current opinion in immunology20110201

Title: Stereoselective synthesis of alpha-keto-deoxy-D-glycero-D-galacto-nonulosonic acid glycosides by means of the 4,5-O-carbonate protecting group.

Journal: Angewandte Chemie (International ed. in English)20100412

Title: Human symbiont Bacteroides thetaiotaomicron synthesizes 2-keto-3-deoxy-D-glycero-D- galacto-nononic acid (KDN).

Journal: Chemistry & biology20080922

Title: Stereocontrolled and convergent entry to CF2-sialosides: synthesis of CF2-linked ganglioside GM4.

Journal: Journal of the American Chemical Society20071219

Title: High-affinity ligand probes of CD22 overcome the threshold set by cis ligands to allow for binding, endocytosis, and killing of B cells.

Journal: Journal of immunology (Baltimore, Md. : 1950)20060901

Title: Introduction. Professor Yasuo Inoue: 1934-2005.

Journal: Glycoconjugate journal20060701

Title: KDN (deaminated neuraminic acid): dreamful past and exciting future of the newest member of the sialic acid family.

Journal: Glycoconjugate journal20060701

Title: Structure elucidation of NeuAc, NeuGc and Kdn-containing O-glycans released from Triturus alpestris oviductal mucins. Characterization of the poly LacdiNAc sequence: HSO3(4)(GalNAcbeta1-4GlcNAcbeta1-3)1-3GalNAcbeta1-4(GlcNAcbeta1-3)0-1GlcNAcbeta1-6GalNAc-ol.

Journal: Glycoconjugate journal20060701

Title: Identification and partial characterization of soluble and membrane-bound KDN(deaminoneuraminic acid)-glycoproteins in human ovarian teratocarcinoma PA-1, and enhanced expression of free and bound KDN in cells cultured in mannose-rich media.

Journal: Glycoconjugate journal20060701

Title: Oral ingestion of mannose alters the expression level of deaminoneuraminic acid (KDN) in mouse organs.

Journal: Glycoconjugate journal20060701

Title: Quantification of free sialic acid in urine by HPLC-electrospray tandem mass spectrometry: a tool for the diagnosis of sialic acid storage disease.

Journal: Clinical chemistry20040201

Title: Engineering sialic acid synthetic ability into insect cells: identifying metabolic bottlenecks and devising strategies to overcome them.

Journal: Biochemistry20031230

Title: Diversity of the human erythrocyte membrane sialic acids in relation with blood groups.

Journal: FEBS letters20030116

Title: A polymer with a backbone of 3-deoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid, a teichuronic acid, and a beta-glucosylated ribitol teichoic acid in the cell wall of plant pathogenic Streptomyces sp. VKM Ac-2124.

Journal: European journal of biochemistry20021201

Title: Diversity of sialic acids revealed using gas chromatography/mass spectrometry of heptafluorobutyrate derivatives.

Journal: Glycobiology20010801

Title: Molecular cloning of a unique CMP-sialic acid synthetase that effectively utilizes both deaminoneuraminic acid (KDN) and N-acetylneuraminic acid (Neu5Ac) as substrates.

Journal: Glycobiology20010801

Title: Formal synthesis of (+)-3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) via desymmetrization by ring-closing metathesis.

Journal: Organic letters20010125

Title: KDN-containing glycoprotein from loach skin mucus.

Journal: Advances in experimental medicine and biology20010101

Title: Synthesis of CMP-deaminoneuraminic acid (CMP-KDN) using the CTP:CMP-3-deoxynonulosonate cytidylyltransferase from rainbow trout testis. Identification and characterization of a CMP-KDN synthetase.

Journal: The Journal of biological chemistry19930205

Title: A naturally occurring deaminated neuraminic acid, 3-deoxy-D-glycero-D-galacto-nonulosonic acid (KDN). Its unique occurrence at the nonreducing ends of oligosialyl chains in polysialoglycoprotein of rainbow trout eggs.

Journal: The Journal of biological chemistry19860905

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