Fmoc-Thr[GalNAc(Ac)3-α-D]-OH

Modify Date: 2024-01-02 14:13:15

Fmoc-Thr[GalNAc(Ac)3-α-D]-OH Structure
Fmoc-Thr[GalNAc(Ac)3-α-D]-OH structure
Common Name Fmoc-Thr[GalNAc(Ac)3-α-D]-OH
CAS Number 116783-35-8 Molecular Weight 670.660
Density 1.4±0.1 g/cm3 Boiling Point 857.1±65.0 °C at 760 mmHg
Molecular Formula C33H38N2O13 Melting Point 178-183 °C
MSDS N/A Flash Point 472.1±34.3 °C

 Use of Fmoc-Thr[GalNAc(Ac)3-α-D]-OH


Fmoc-Thr[GalNAc(Ac)3-α-D]-OH i a building block in the development of cancer vaccine.

 Names

Name N-Fmoc-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-α-D-galactopyranosyl]-L-threonine
Synonym More Synonyms

 Fmoc-Thr[GalNAc(Ac)3-α-D]-OH Biological Activity

Description Fmoc-Thr[GalNAc(Ac)3-α-D]-OH i a building block in the development of cancer vaccine.
Related Catalog
In Vitro The O-glycosidic linkage and the O-acetyl protection in this building block is stable to both piperidine and TFA, making it completely compatible with standard protocols in Fmoc solid phase peptide synthesis. The Tn antigen is a tumor-associated carbohydrate antigen that is not normally expressed in peripheral tissues or blood cells. Expression of this antigen, which is found in a majority of human carcinomas of all types, arises from a blockage in the normal O-glycosylation pathway in which glycans are extended from the common precursor GalNAcα1-O-Ser/Thr (Tn +antigen). This precursor is generated in the Golgi apparatus on newly synthesized glycoproteins by a family of polypeptide α- N-acetylgalactosaminyltransferases (ppGalNAcTs) and then extended to the common core 1 O-glycan Galβ1-3GalNAcα1-OSer/Thr (T antigen) by a single enzyme termed the T-synthase (core 1 β3-galactosyltransferase or C1GalT). Formation of the active form of the T-synthase requires a unique molecular chaperone termed Cosmc, encoded by Cosmc on the X-chromosome[1].
References

[1]. Ju T, et al. The Cosmc connection to the Tn antigen in cancer. Cancer Biomark. 2014 Jan 1;14(1):63-81.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Boiling Point 857.1±65.0 °C at 760 mmHg
Melting Point 178-183 °C
Molecular Formula C33H38N2O13
Molecular Weight 670.660
Flash Point 472.1±34.3 °C
Exact Mass 670.237366
PSA 202.09000
LogP 4.58
Vapour Pressure 0.0±0.3 mmHg at 25°C
Index of Refraction 1.592
Storage condition -15°C

 Safety Information

RIDADR NONH for all modes of transport

 Synthetic Route

 Synonyms

FMOC-THR(GALNAC(AC)3-α-D)-OH
α-D-Galactopyranoside, (1R,2S)-2-carboxy-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-methylethyl 2-(acetylamino)-2-deoxy-, 3,4,6-triacetate
(2R,3R)-3-{[(2S,3R,4R,5R,6R)-3-Acetamido-4,5-diacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid (non-preferred name)
(2S,3R)-3-{[(2S,3R,4R,5R,6R)-3-Acetamido-4,5-diacetoxy-6-(acetoxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}butanoic acid
α-D-Galactopyranoside, (1R,2R)-2-carboxy-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1-methylethyl 2-(acetylamino)-2-deoxy-, 3,4,6-triacetate
Fmoc-Thr[GalNAc(Ac)3-α-D]-OH
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