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Sigma-Aldrich

Fmoc-Asp(OtBu)-OH

≥98.0% (HPLC), for peptide synthesis

Synonym(s):

Fmoc-L-aspartic acid 4-tert-butyl ester

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About This Item

Empirical Formula (Hill Notation):
C23H25NO6
CAS Number:
71989-14-5
Molecular Weight:
411.45
Beilstein:
3635671
EC Number:
276-251-7
MDL number:
MFCD00037131
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651040
NACRES:
NA.26

product name

Fmoc-Asp(OtBu)-OH, ≥98.0% (HPLC)

Assay

≥98.0% (HPLC)

form

powder

optical activity

[α]20/D −24±2°, c = 1% in DMF

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

mp

148-150 °C (dec.)

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

SMILES string

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

InChI

1S/C23H25NO6/c1-23(2,3)30-20(25)12-19(21(26)27)24-22(28)29-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,24,28)(H,26,27)/t19-/m0/s1

InChI key

FODJWPHPWBKDON-IBGZPJMESA-N

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General description

Fmoc-Asp(OtBu)-OH also known as Fmoc-L-aspartic acid 4-tert-butyl ester, is a Fmoc protected amino acid, used in solid phase peptide synthesis.

Application

Fmoc-Asp(OtBu)-OH is used to prevent the formation of aspartimide by-products in Fmoc solid phase peptide synthesis.

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

Certificates of Analysis (COA)

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Fengyang Xu et al.
ACS applied materials & interfaces, 8(44), 29906-29914 (2016-10-21)
In this work, we reported the generation of a novel supramolecular hydrogelator from a peptide derivative which consisted of a structural motif (e.g., Fc-FF) for supramolecular self-assembly and a functional moiety (e.g., RGD) for integrin binding. Following self-assembly in water
New t-butyl based aspartate protecting groups preventing aspartimide formation in Fmoc SPPS
R Behrendt, et.al.
Journal of Peptide Science, 21, 680-687 (2015)
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