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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/REAXYS Number:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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.
International journal of molecular sciences, 20(7) (2019-04-11)
The growing integration of quality-by-design (QbD) concepts in biomanufacturing calls for a detailed and quantitative knowledge of the profile of impurities and their impact on the product safety and efficacy. Particularly valuable is the determination of the residual level of
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)
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