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Sigma-Aldrich

Tn Antigen

≥99.0% (TLC), powder or crystals

Synonym(s):

GalNac-α-1-O-serine, O-[2-(Acetylamino)-2-deoxy-α-D-galactopyranosyl]-L-serine

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About This Item

Empirical Formula (Hill Notation):
C11H20N2O8
CAS Number:
67262-86-6
Molecular Weight:
308.29
MDL number:
MFCD01863462
UNSPSC Code:
12352204
PubChem Substance ID:
329758013
NACRES:
NA.32

product name

Tn Antigen, ≥99.0% (TLC)

assay

≥99.0% (TLC)

form

powder or crystals

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1OC[C@H](N)C(O)=O

InChI

1S/C11H20N2O8/c1-4(15)13-7-9(17)8(16)6(2-14)21-11(7)20-3-5(12)10(18)19/h5-9,11,14,16-17H,2-3,12H2,1H3,(H,13,15)(H,18,19)/t5-,6+,7+,8-,9+,11-/m0/s1

InChI key

REDMNGDGDYFZRE-WKWISIMFSA-N

General description

Tn antigen is a truncated O-glycan, that is commonly noticed in colorectal cancer (CRC). It is usually expressed at high levels in cancer cells. Tn antigen is small in size and simple in structure. It has a non-physiological glycan structure in humans, hence it may be identified as foreign by the immune system.

Biochem/physiol Actions

Tn antigen stimulates colorectal cancer metastasis through the activation of epithelial-mesenchymal transition, mediated by H-Ras. It acts as a precursor to several significant complex O-glycans. Subpopulations of blood cells in all lineages carrying the Tn antigen results in a hematological disorder called Tn syndrome.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yasuyuki Matsumoto et al.
Glycobiology, 30(5), 282-300 (2019-11-20)
The Tn antigen is a neoantigen abnormally expressed in many human carcinomas and expression correlates with metastasis and poor survival. To explore its biomarker potential, new antibodies are needed that specifically recognize this antigen in tumors. Here we generated two
Xichen Dong et al.
BioMed research international, 2018, 9532389-9532389 (2018-07-24)
Immature truncated O-glycans such as Tn antigen are frequently detected in human colorectal cancer (CRC); however, the precise pathological consequences of Tn antigen expression on CRC are unknown. T-synthase is the key enzyme required for biosynthesis of mature O-glycans. Here
Neha M Sahasrabudhe et al.
Biological chemistry, 399(7), 649-659 (2018-06-13)
Colorectal cancer is the third most common cancer type worldwide. It is characterized by a high expression of aberrantly glycosylated ligands, such as the Tn antigen (GalNAcα1-Ser/Thr), which is a major ligand for the C-type lectin macrophage galactose-type lectin (MGL).
Tn antigen promotes human colorectal cancer metastasis via H-Ras mediated epithelial-mesenchymal transition activation
Liu Z, et al.
Journal of Cellular and Molecular Medicine (2019)
Brian R Stotter et al.
American journal of physiology. Renal physiology, 318(2), F518-F530 (2020-01-07)
Mucin-type O-linked glycosylation, a posttranslational modification affecting the stability and biophysical characteristics of proteins, requires C1GalT1 (T synthase) and its obligate, X-linked chaperone Cosmc. Hypomorphic C1GalT1 mutations cause renal failure via not yet established mechanisms. We hypothesize that impaired Cosmc-dependent
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