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47618

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
Jisi Zhao et al.
Molecules (Basel, Switzerland), 24(4) (2019-03-03)
Photodynamic therapy (PDT) is an established therapeutic modality for the management of cancers. Conjugation with tumor-specific small molecule ligands (e.g., short peptides or peptidomimetics) could increase the tumor targeting of PDT agents, which is very important for improving the outcome
R Ashton Lavoie et al.
Biotechnology and bioengineering, 117(2), 438-452 (2019-10-28)
The clearance of host cell proteins (HCPs) is of crucial importance in biomanufacturing, given their diversity in composition, structure, abundance, and occasional structural homology with the product. The current approach to HCP clearance in the manufacturing of monoclonal antibodies (mAbs)
Stefan Eissler et al.
Journal of peptide science : an official publication of the European Peptide Society, 23(10), 757-762 (2017-06-22)
In solid-phase peptide synthesis, the nominal batch size is calculated using the starting resin substitution and the mass of the starting resin. The starting resin substitution constitutes the basis for the calculation of a whole set of important process parameters
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