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53886

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Tianbo Gao et al.
Biochemical and biophysical research communications, 521(2), 514-520 (2019-11-05)
Aberrant O-glycosylation truncates O-glycans and is known to be closely associated with colorectal cancer (CRC), a major gastrointestinal tumor. CD44 is one of the highly post-transcriptionally modified O-glycoproteins participating in a series of physiological and pathobiological processes. In this research
Filip Kveton et al.
Sensors (Basel, Switzerland), 19(24) (2019-12-11)
The study describes development of a glycan biosensor for detection of a tumor-associated antibody. The glycan biosensor is built on an electrochemically activated/oxidized graphene screen-printed electrode (GSPE). Oxygen functionalities were subsequently applied for covalent immobilization of human serum albumin (HSA)
K Bergstrom et al.
Mucosal immunology, 10(1), 91-103 (2016-05-05)
Core 1- and 3-derived mucin-type O-glycans are primary components of the mucus layer in the colon. Reduced mucus thickness and impaired O-glycosylation are observed in human ulcerative colitis. However, how both types of O-glycans maintain mucus barrier function in the
Lenneke A M Cornelissen et al.
Frontiers in oncology, 10, 1622-1622 (2020-10-06)
Expression of the tumor-associated glycan Tn antigen (αGalNAc-Ser/Thr) has been correlated to poor prognosis and metastasis in multiple cancer types. However, the exact mechanisms exerted by Tn antigen to support tumor growth are still lacking. One emerging hallmark of cancer
Zhe Liu et al.
Journal of cellular and molecular medicine, 23(3), 2083-2092 (2019-01-15)
Tn antigen is a truncated O-glycan, frequently detected in colorectal cancer (CRC), but its precise role in CRC metastasis is not well addressed. Here we investigated the effects of Core 1 β3Gal-T specific molecular chaperone (Cosmc) deletion-mediated Tn antigen exposure
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