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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)

Quality Level

100

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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Specific identification of glycoproteins bearing the Tn antigen in human cells
Zheng J, et al.
Angewandte Chemie (International Edition in English), 129(25), 7213-7217 (2017)
Sophie A Dusoswa et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(7), 3693-3703 (2020-02-06)
Glioblastoma is the most aggressive brain malignancy, for which immunotherapy has failed to prolong survival. Glioblastoma-associated immune infiltrates are dominated by tumor-associated macrophages and microglia (TAMs), which are key mediators of immune suppression and resistance to immunotherapy. We and others
M L Shuvalova et al.
Biochemistry. Biokhimiia, 85(9), 1064-1081 (2020-10-15)
Tn antigen is a tumor-associated antigen that appears on cancer cells as a result of aberrant O-glycosylation. The most studied form of Tn antigen is found in mucins, in particular, in mucin 1 (MUC1). Antibodies against this form of Tn
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)
Catharina Steentoft et al.
Glycobiology, 28(9), 656-669 (2018-01-26)
Cancer immunotherapy is rapidly advancing in the treatment of a variety of hematopoietic cancers, including pediatric acute lymphoblastic leukemia and diffuse large B cell lymphoma, with chimeric antigen receptor (CAR)-T cells. CARs are genetically encoded artificial T cell receptors that
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