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47619

Fmoc-Ser(tBu)-OH

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

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

Fmoc-O-tert-butyl-L-serine

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₅NO₅

CAS Number:

71989-33-8

Molecular Weight:

383.44

NACRES:

NA.26

PubChem Substance ID:

57651041

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

276-260-6

MDL number:

MFCD00037127

Beilstein/REAXYS Number:

3632013

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Properties

Product Name

Fmoc-Ser(tBu)-OH, ≥98.0% (HPLC)

Quality Level

100

assay

≥98.0% (HPLC)

form

powder

optical activity

[α]20/D +25.5±1°, c = 1% in ethyl acetate

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

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

InChI

1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1

InChI key

REITVGIIZHFVGU-IBGZPJMESA-N

Description

Application

Fmoc-Ser(tBu)-OH is an N-terminal protected reagent used in the peptide synthesis. Some of the reported examples are:

Total synthesis of an antibiotic, daptomycin, by cyclization via a chemoselective serine ligation.
Preparation of MUC1, a T-cell helper peptide, using iterative pentafluorophenyl ester-mediated fragment condensations.
Linear solid-phase peptide synthesis of ubiquitin and diubiquitin.

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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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Chemical synthesis of ubiquitin, ubiquitin?based probes, and diubiquitin.

El Oualid F, et al.

Angewandte Chemie (International Edition in English), 49(52), 10149-10153 (2010)

Self?Adjuvanting Multicomponent Cancer Vaccine Candidates Combining Per?Glycosylated MUC1 Glycopeptides and the Toll?like Receptor 2 Agonist Pam3CysSer.

Wilkinson B L, et al.

Angewandte Chemie (International Edition in English), 50(7), 1635-1639 (2011)

Total synthesis of daptomycin by cyclization via a chemoselective serine ligation.

Lam H Y, et al.

Journal of the American Chemical Society, 135(16), 6272-6279 (2013)

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Global Trade Item Number

SKU	GTIN
367796-250MG	04061833482421
47619-25G-F	04061832362151
47619-100G-F	04061832362137
47619-10G-F	04061832362144
47619-1KG-F	04061826222652