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47623

Sigma-Aldrich

Fmoc-Tyr(tBu)-OH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

N-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-tyrosine, Fmoc-O-tert-butyl-L-tyrosine

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About This Item

Empirical Formula (Hill Notation):
C28H29NO5
CAS Number:
Molecular Weight:
459.53
Beilstein/REAXYS Number:
4216652
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

Fmoc-Tyr(tBu)-OH, ≥98.0% (HPLC)

Quality Level

assay

≥98.0% (HPLC)

form

powder

optical activity

[α]20/D −29±2°, c = 1% in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

mp

153-156 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

CC(C)(C)Oc1ccc(C[C@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C(O)=O)cc1

InChI

1S/C28H29NO5/c1-28(2,3)34-19-14-12-18(13-15-19)16-25(26(30)31)29-27(32)33-17-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,29,32)(H,30,31)/t25-/m0/s1

InChI key

JAUKCFULLJFBFN-VWLOTQADSA-N

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General description

Fmoc-Tyr(tBu)-OH also known as Fmoc-O-tert-butyl-L-tyrosine, is commonly used in Fmoc solid phase peptide synthesis.

Application

Fmoc-Tyr(tBu)-OH can be used to synthesize Leu-EnkephalinAmide via solid phase synthesis in water. Additionally, it can be used to synthesize amino acid derivatives such as Fmoc-Tyr-OAllyl.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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We present the design, synthesis, and characterization of a novel photocaged glutamine derivative (modified on the side chain of glutamine), and describe its use in enhancing peptide stability and solubility. Our results demonstrate that this approach can be used to
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European journal of medicinal chemistry, 44(5), 1933-1940 (2008-12-27)
Twenty-four new dipeptide analogs (1-24) of aurantiamide acetate were designed, synthesized, and assayed for effects on superoxide anion generation and elastase release by human neutrophils in response to fMLP/CB. Among them, seven N-(fluorenyl-9-methoxycarbonyl) (Fmoc)-dipeptides (6, 9, 12, 14, 17, 18
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