Structure via PubChem · Public domain (PubChem)
CA19-9
Sign in to saveAlso known as CA 19-9, carbohydrate antigen 19-9, cancer antigen 19-9, sialylated Lewis (a) antigen, Carbohydrate antigen 19-9, CA-19-9 Antigen, alpha-Neu5Ac-(2->3)-beta-D-Gal-(1->3)-[alpha-L-Fuc-(1->4)]-D-GlcNAc, NeuAcalpha2,3Galbeta1-3[Fucalpha1-4]GlcNAc
Carbohydrate antigen 19-9 (CA19-9), also known as sialyl-LewisA, is a tetrasaccharide which is usually attached to O-glycans on the surface of cells. It is known to play a role in cell-to-cell recognition processes. It is also a tumor marker used primarily in the management of pancreatic cancer.
Chemical data
- Formula
- C31H52N2O23
- Molecular weight
- 820.7 g/mol
- IUPAC name
- (2S,4S,5R,6R)-5-acetamido-2-[(2R,3R,4S,5S,6R)-2-[(3R,4R,5S,6R)-3-acetamido-2-hydroxy-6-(hydroxymethyl)-5-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
- SMILES
- C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H](OC([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O[C@@]4(C[C@@H]([C@H]([C@@H](O4)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)O)NC(=O)C)O)CO)O)O)O
- InChIKey
- XBSNXOHQOTUENA-KRAHZTDDSA-N
- XLogP
- -8.3
- Polar surface area
- 403 Ų
- H-bond donors
- 15
- H-bond acceptors
- 23
- Formal charge
- 0
via PubChem
Research
9,811 papers- CA19-9 and CEA biosensors in pancreatic cancer.Clinica chimica acta; international journal of clinical chemistry · 2024
- CA 19-9: Biochemical and Clinical Aspects.Advances in experimental medicine and biology · 2015
- Monitoring Ca19-9 during pancreatic cyst surveillance: Better safe than sorry?United European gastroenterology journal · 2023
- CA19-9: the Italian experience.Pancreas · 1994
- [CA19-9: more than just a biomarker?].Zeitschrift fur Gastroenterologie · 2020
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 820.296
Show 4 more facts
- isomeric SMILES
- C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H](OC([C@@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O[C@@]4(C[C@@H]([C@H]([C@@H](O4)[C@@H]([C@@H](CO)O)O)NC(=O)C)O)C(=O)O)O)NC(=O)C)O)CO)O)O)O
- canonical SMILES
- CC1C(C(C(C(O1)OC2C(OC(C(C2OC3C(C(C(C(O3)CO)O)OC4(CC(C(C(O4)C(C(CO)O)O)NC(=O)C)O)C(=O)O)O)NC(=O)C)O)CO)O)O)O
- chemical formula
- C₃₁H₅₂N₂O₂₃
- subject has role
- tumor markers
Sources (3)
via Wikidata · CC0
~2 min read
Encyclopedic overview
8 sectionsContents
- Structure
- Clinical significance
- Tumor marker
- Limitations
- History
- See also
- References
- External links
Carbohydrate antigen 19-9 (CA19-9), also known as sialyl-LewisA, is a tetrasaccharide which is usually attached to O-glycans on the surface of cells. It is known to play a role in cell-to-cell recognition processes. It is also a tumor marker used primarily in the management of pancreatic cancer.
==Structure== CA19-9 is the sialylated form of Lewis antigenA. It is a tetrasaccharide with the sequence Neu5Acα2-3Galβ1-3[Fucα1-4]GlcNAcβ.
Excerpted from Wikipedia’s “CA19-9” article, available under the CC BY-SA 4.0 licence.