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CA19-9

From Wikipedia, the free encyclopedia
Sialyl-LewisA
Names
Systematic IUPAC name
(12S,14S,15R,16R,32R,33R,34S,35S,36R,52R,53S,54R,55R,56Ξ,72S,73S,74R,75S,76S)-15,55-Diacetamido-14,33,35,56,73,74,75-heptahydroxy-36,52-bis(hydroxymethyl)-76-methyl-16-[(1R,2R)-1,2,3-trihydroxypropyl]-2,4,6-trioxa-1,7(2),3(4,2),5(4,3)-tetraoxanaheptaphane-12-carboxylic acid
Other names
sialyl LeA, SLeA, cancer antigen 19-9, CA19-9
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSHsialyl+Lewis+A
UNII
  • InChI=1S/C31H52N2O23/c1-8-17(41)20(44)21(45)28(50-8)53-23-14(7-36)51-27(47)16(33-10(3)38)25(23)54-29-22(46)26(19(43)13(6-35)52-29)56-31(30(48)49)4-11(39)15(32-9(2)37)24(55-31)18(42)12(40)5-34/h8,11-29,34-36,39-47H,4-7H2,1-3H3,(H,32,37)(H,33,38)(H,48,49)/t8-,11-,12+,13+,14+,15+,16+,17+,18+,19-,20+,21-,22+,23+,24+,25+,26-,27?,28-,29-,31-/m0/s1
    Key: XBSNXOHQOTUENA-KRAHZTDDSA-N
  • O=C(O)[C@@]1(O[C@H]2[C@@H](O)[C@@H](CO)O[C@@H](O[C@H]3[C@H](O[C@H]4[C@@H](O)[C@H](O)[C@H](O)[C@H](C)O4)[C@@H](CO)OC(O)[C@@H]3NC(C)=O)[C@@H]2O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O1
Properties
C31H52N2O23
Molar mass820.748 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Chemical compound

Carbohydrate antigen 19-9 (CA19-9), also known assialyl-LewisA, is atetrasaccharide 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 atumor marker used primarily in the management ofpancreatic cancer.[1]

Structure

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CA19-9 is thesialylated form ofLewis antigenA. It is atetrasaccharide with the sequence Neu5Acα2-3Galβ1-3[Fucα1-4]GlcNAcβ.

Clinical significance

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Tumor marker

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Guidelines from theAmerican Society of Clinical Oncology discourage the use of CA19-9 as a screening test for cancer, particularlypancreatic cancer. The reason is that the test may be falsely normal (false negative) in many cases or abnormally elevated in people who have no cancer (false positive) in others. The main use of CA19-9 is therefore to see whether a pancreatic tumor is secreting it; if that is the case, then the levels should fall when the tumor is treated, and they may rise again if the disease recurs.[2] Therefore it is useful as a surrogate marker forrelapse.

In people withpancreatic masses, CA19-9 can be useful in distinguishing between cancer and other diseases of the gland.[1][3]

Limitations

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CA19-9 can be elevated in many types of gastrointestinal cancer, such ascolorectal cancer,esophageal cancer andhepatocellular carcinoma.[1] Apart from cancer, elevated levels may occur inpancreatitis,cirrhosis,[1] and diseases of the bile ducts.[1][3] It can also be elevated in people with obstruction of thebile ducts.[3]

In people who lack Lewis antigenA (a blood type antigen onred blood cells), which is about 10% of the white population, CA19-9 is not produced by any cells,[3] even in those with large tumors.[2] This is because of a deficiency of afucosyltransferase enzyme that is needed to produce Lewis antigenA.[2]

History

[edit]

CA19-9 was discovered in the serum of patients withcolon cancer andpancreatic cancer in 1981.[4] It was characterized shortly after, and it was found to be carried primarily bymucins.[5]

See also

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References

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  1. ^abcdePerkins, G.; Slater, E.; Sanders, G.; Prichard, J. (2003)."Serum tumor markers".American Family Physician.68 (6):1075–1082.PMID 14524394.
  2. ^abcLocker G, Hamilton S, Harris J, Jessup J, Kemeny N, Macdonald J, Somerfield M, Hayes D, Bast R (2006)."ASCO 2006 update of recommendations for the use of tumor markers in gastrointestinal cancer".J. Clin. Oncol.24 (33):5313–27.doi:10.1200/JCO.2006.08.2644.PMID 17060676.
  3. ^abcdGoonetilleke KS, Siriwardena AK (April 2007). "Systematic review of carbohydrate antigen (CA19-9) as a biochemical marker in the diagnosis of pancreatic cancer".Eur J Surg Oncol.33 (3):266–70.doi:10.1016/j.ejso.2006.10.004.PMID 17097848.
  4. ^Koprowski H, Herlyn M, Steplewski Z, Sears HF (1981). "Specific antigen in serum of patients with colon carcinoma".Science.212 (4490):53–5.Bibcode:1981Sci...212...53K.doi:10.1126/science.6163212.PMID 6163212.
  5. ^Magnani, JL (15 June 2004). "The discovery, biology, and drug development of sialyl Lea and sialyl Lex".Archives of Biochemistry and Biophysics.426 (2):122–31.doi:10.1016/j.abb.2004.04.008.PMID 15158662.

External links

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