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47622

Fmoc-Thr(tBu)-OH

Name: Fmoc-Thr(tBu)-OH
Brand: ALDRICH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

Fmoc-O-tert-butyl-L-threonine

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₂₇NO₅

CAS Number:

71989-35-0

Molecular Weight:

397.46

NACRES:

NA.26

PubChem Substance ID:

57651042

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

276-261-1

MDL number:

MFCD00077075

Beilstein/REAXYS Number:

4581133

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Properties

Product Name

Fmoc-Thr(tBu)-OH, ≥98.0% (HPLC)

Quality Level

100

assay

≥98.0% (HPLC)

optical activity

[α]20/D +16±1°, c = 1% in ethyl acetate

reaction suitability

reaction type: C-H Activation, reaction type: Fmoc solid-phase peptide synthesis, reagent type: ligand
reaction type: Peptide Synthesis

application(s)

peptide synthesis

functional group

Fmoc, amine, carboxylic acid

storage temp.

2-8°C

SMILES string

C[C@@H](OC(C)(C)C)[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O

InChI

1S/C23H27NO5/c1-14(29-23(2,3)4)20(21(25)26)24-22(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,13H2,1-4H3,(H,24,27)(H,25,26)/t14-,20+/m1/s1

InChI key

LZOLWEQBVPVDPR-VLIAUNLRSA-N

Description

General description

Fmoc-Thr(tBu)-OH also known as Fmoc-O-tert-butyl-L-threonine, is commonly used as amino acid building block in peptide synthesis.

Application

Fmoc-Thr(tBu)-OH can be used to synthesize chlorofusin analogues via solid phase peptide synthesis. Additionally, it can serve as a protecting group for both the amine and the hydroxyl functions in solid-phase synthesis of complex depsipeptides.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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General Fmoc-Based Solid-Phase Synthesis of Complex Depsipeptides Circumventing Problematic Fmoc Removal

A Lobo-Ruiz

European Journal of Organic Chemistry, 2020, 183-192 (2020)

Solid-phase synthesis of chlorofusin analogues

ECY Woon

The Journal of Organic Chemistry, 72, 5146-5151 (2007)

Complex formation processes and metal ion catalyzed oxidation of model peptides related to the metal binding site of the human prion protein.

Gizella Csire et al.

Journal of inorganic biochemistry, 203, 110927-110927 (2019-12-07)

Interaction of copper(II) and nickel(II) ions with the Ac-PHAAAGTHSMKHM-NH2 tridecapeptide containing the His85, His96 and His111 binding sites of human prion protein has been studied by various techniques. pH-potentiometry, UV-Vis and circular dichroism spectroscopy were applied to study the stoichiometry

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Global Trade Item Number

SKU	GTIN
47622-1KG-F	04061826222676
47622-100G-F	04061832362168
47622-25G-F	04061832642550
47622-10G-F	04061832362175
47622-1G-F	04061826222669