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Merck
CN

47623

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:
71989-38-3
Molecular Weight:
459.53
NACRES:
NA.26
PubChem Substance ID:
57651043
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
276-262-7
MDL number:
MFCD00037129
Beilstein/REAXYS Number:
4216652

Key Documents

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Product Name

Fmoc-Tyr(tBu)-OH, ≥98.0% (HPLC)

InChI key

JAUKCFULLJFBFN-VWLOTQADSA-N

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

SMILES string

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

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

Quality Level

100

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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.

General description

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

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7481V
WXBF6793V
WXBF2605V
BCCK4575
BCCJ9591

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Solid-Phase Total Synthesis of the Proposed Structure of Coibamide A and Its Derivative: Highly Methylated Cyclic Depsipeptides
GA Sable
European Journal of Organic Chemistry, 2015, 7043-7052 (2015)
Solid-phase peptide synthesis using nanoparticulate amino acids in water
K Hojo
Journal of Peptide Science, 13, 493-497 (2007)
Rini Roy et al.
Journal of the American Society for Mass Spectrometry, 29(6), 1086-1098 (2018-05-26)
Immunoglobulins, such as immunoglobulin G (IgG), are of prime importance in the immune system. Polyclonal human IgG comprises four subclasses, of which IgG1 and IgG2 are the most abundant in healthy individuals. In an effort to develop an absolute MALDI-ToF-MS
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
Chloé Guilbaud-Chéreau et al.
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
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