116783-35-8
116783-35-8 structure
- Name: Fmoc-Thr[GalNAc(Ac)3-α-D]-OH
- Chemical Name: N-Fmoc-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-α-D-galactopyranosyl]-L-threonine
- CAS Number: 116783-35-8
- Molecular Formula: C33H38N2O13
- Molecular Weight: 670.660
- Catalog: Biochemical Amino acids and their derivatives Threonine derivative
- Create Date: 2018-12-28 17:54:56
- Modify Date: 2025-08-21 19:32:40
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Fmoc-Thr[GalNAc(Ac)3-α-D]-OH i a building block in the development of cancer vaccine.
| Name | N-Fmoc-O-[3,4,6-tri-O-acetyl-2-(acetylamino)-2-deoxy-α-D-galactopyranosyl]-L-threonine |
|---|---|
| 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 |
| 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 |
| 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 |
| RIDADR | NONH for all modes of transport |
|---|
| Precursor 9 | |
|---|---|
| DownStream 0 | |
![Fmoc-[D-GalNAc(OAc)3(α1-O)]Thr-O-Allyl structure](https://image.chemsrc.com/caspic/214/136497-89-7.png)
![N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-threonine phenylmethyl ester structure](https://image.chemsrc.com/caspic/119/73724-48-8.png)
