47517

Sigma-Aldrich

Fmoc-Hyp(tBu)-OH

≥98.0% (HPLC)

Synonym(s):
Fmoc-O-tert-butyl-L-hydroxyproline
Empirical Formula (Hill Notation):
C24H27NO5
CAS Number:
Molecular Weight:
409.47
Beilstein/REAXYS Number:
6161467
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

assay

≥98.0% (HPLC)

optical activity

[α]20/D −25±2.5°, c = 1% in methanol

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis: suitable

functional group

Fmoc

storage temp.

2-8°C

SMILES string

CC(C)(C)O[C@@H]1C[C@H](N(C1)C(=O)OCC2c3ccccc3-c4ccccc24)C(O)=O

InChI

1S/C24H27NO5/c1-24(2,3)30-15-12-21(22(26)27)25(13-15)23(28)29-14-20-18-10-6-4-8-16(18)17-9-5-7-11-19(17)20/h4-11,15,20-21H,12-14H2,1-3H3,(H,26,27)/t15-,21+/m1/s1

InChI key

WPBXBYOKQUEIDW-VFNWGFHPSA-N

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Eugene Rogozhin et al.
International journal of molecular sciences, 19(11) (2018-11-08)
Herein, we describe a modified form of the antimicrobial hairpin-like peptide EcAMP1, isolated from barnyard grass (E. crusgalli) seeds, which is structurally characterized by a combination of high-pressure liquid chromatography, mass spectrometry, and automated Edman sequencing. This derivate has a...
Julien Echterbille et al.
Toxicon : official journal of the International Society on Toxinology, 130, 1-10 (2017-02-28)
Animal toxins are peptides that often bind with remarkable affinity and selectivity to membrane receptors such as nicotinic acetylcholine receptors (nAChRs). The latter are, for example, targeted by α-conotoxins, a family of peptide toxins produced by venomous cone snails. nAChRs...
Lucas L Bennink et al.
Biomaterials, 183, 67-76 (2018-08-28)
Degradation of the extracellular matrix (ECM) is one of the fundamental factors contributing to a variety of life-threatening or disabling pathological conditions. However, a thorough understanding of the degradation mechanism and development of new ECM-targeting diagnostics are severely hindered by...
Yang Li et al.
Macromolecular bioscience, 15(1), 52-62 (2014-12-06)
To address the downside of conventional photo-patterning which can alter the chemical composition of protein scaffolds, we developed a non-covalent photo-patterning strategy for gelatin (denatured collagen) hydrogels that utilizes UV activated triple helical hybridization of caged collagen mimetic peptide (caged...
Articles
Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.
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