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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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ACS applied materials & interfaces, 11(14), 13147-13157 (2019-03-14)
Molecular gels formed by the self-assembly of low-molecular-weight gelators have received increasing interest because of their potential applications in drug delivery. In particular, the ability of peptides and amino acids to spontaneously self-assemble into three-dimensional fibrous network has been exploited
Loay Awad et al.
Chembiochem : a European journal of chemical biology, 17(24), 2353-2360 (2016-10-28)
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
Chiao-Ting Yen et al.
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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ChemMedChem, 13(9), 909-915 (2018-02-24)
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