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Catalog Number:
35200
CAS Number:
189249-10-3
Fmoc-cis-L-4-hydroxyproline
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-L-cis-Hyp-OH, Fmoc-(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
Documents
$50.00 /100MG
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Product Information

Fmoc-cis-L-4-hydroxyproline is a valuable amino acid derivative widely utilized in peptide synthesis and drug development. This compound, characterized by its unique Fmoc (9-fluorenylmethoxycarbonyl) protecting group, enhances the stability and solubility of peptides, making it an essential building block in the creation of bioactive compounds. Its cis configuration is particularly advantageous for maintaining the desired conformation in peptide chains, which is crucial for the biological activity of the resulting peptides. Researchers and industry professionals appreciate its role in the synthesis of peptide-based therapeutics, where precise structural integrity is paramount.

In addition to its applications in pharmaceutical research, Fmoc-cis-L-4-hydroxyproline is also employed in the development of biomaterials and in the study of protein folding. Its ability to mimic natural amino acids while providing unique properties makes it a preferred choice for designing novel peptides with enhanced functionalities. The compound's compatibility with various coupling reagents further streamlines the synthesis process, allowing for efficient production of complex peptide sequences. Overall, Fmoc-cis-L-4-hydroxyproline stands out as a versatile tool in the arsenal of chemists and biochemists focused on advancing drug discovery and development.

Synonyms
Fmoc-L-cis-Hyp-OH, Fmoc-(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
CAS Number
189249-10-3
Purity
≥ 98% (HPLC)
Molecular Formula
C20H19NO5
Molecular Weight
353.38
MDL Number
MFCD02682328
PubChem ID
3618049
Melting Point
86 - 116 ?C
Appearance
White powder
Optical Rotation
[a]D20 = -35 ± 5 ° (C=1 in DMF)
Conditions
Store at 0-8 °C
General Information
Synonyms
Fmoc-L-cis-Hyp-OH, Fmoc-(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
CAS Number
189249-10-3
Purity
≥ 98% (HPLC)
Molecular Formula
C20H19NO5
Molecular Weight
353.38
MDL Number
MFCD02682328
PubChem ID
3618049
Melting Point
86 - 116 ?C
Appearance
White powder
Optical Rotation
[a]D20 = -35 ± 5 ° (C=1 in DMF)
Conditions
Store at 0-8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Fmoc-cis-L-4-hydroxyproline is widely utilized in research focused on:

  • Peptide Synthesis: This compound is a key building block in the synthesis of peptides, particularly in the development of cyclic peptides that exhibit enhanced stability and bioactivity.
  • Drug Development: Its unique structure allows for the creation of novel pharmaceuticals, especially in the field of anti-cancer and anti-viral drugs, where modifications can lead to improved efficacy.
  • Biomaterials: Used in the formulation of biomaterials, it helps in creating hydrogels that mimic natural tissues, which are essential for tissue engineering and regenerative medicine.
  • Research in Protein Folding: This compound aids researchers in studying protein folding mechanisms, providing insights that can lead to better understanding of diseases related to protein misfolding.
  • Modification of Natural Products: It serves as a versatile reagent for modifying natural products, enhancing their properties and expanding their applications in various fields such as agriculture and nutrition.

Citations