Lot numbers can be found on the outside label of a product:
Z-Orn-OH
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CAS No. 2640-58-6
- Cat. No. CS-W023042
- Purity≥97%
- MDL No.MFCD00038200
*For research and further manufacturing use only, not for direct human use.
Structure of 2640-58-6
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General Information
- CAS No. 2640-58-6
- Cat. No. CS-W023042
- Purity ≥97%
- MDL No. MFCD00038200
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₈N₂O₄
- Molecular Weight 266.29
- Synonym(s) (S)-5-Amino-2-(benzyloxycarbonylamino)pentanoic acid
- SMILES NCCC[C@@H](C(O)=O)NC(OCC1=CC=CC=C1)=O
Description
Z-Orn-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a protected Z-ornithine moiety with a terminal hydroxyl group. This functionalized scaffold integrates seamlessly into peptide synthesis workflows, enabling direct incorporation of hydroxyornithine residues for applications in bioconjugation and peptidomimetic design.
Application
Z-Orn-OH serves as a key building block in peptide synthesis, enabling the incorporation of protected ornithine residues with defined stereochemistry. The Z (benzyloxycarbonyl) group provides excellent stability and orthogonal deprotection compatibility, while the free α-amino and side-chain primary amine functionalities facilitate standard coupling reactions and downstream modifications. Its bench-stable solid form simplifies handling and purification in multi-step synthetic sequences.
Synthesis
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Route1
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In-stock
7733-29-1 - ~99%
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In-stock
2640-58-6
References
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Mehta, Anita; Jaouhari, Rabih; Benson, Timothy J.; Douglas, Kenneth T. Tetrahedron Letters, 1992 , vol. 33, # 37 p. 5441 - 5444
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Route2
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In-stock
13139-17-8 - ~%
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In-stock
2640-58-6
References
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Masiukiewicz, Elzbieta; Wiejak, Stanislaw; Rzeszotarska, Barbara Organic Preparations and Procedures International, 2002 , vol. 34, # 5 p. 531 - 537
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Route3
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501-53-1 - ~%
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In-stock
2640-58-6
References
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Masiukiewicz, Elzbieta; Wiejak, Stanislaw; Rzeszotarska, Barbara Organic Preparations and Procedures International, 2002 , vol. 34, # 5 p. 531 - 537
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 101.65
- LogP 1.1049
- H_Acceptors 4
- H_Donors 3
- Rotatable_Bonds 7
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Key Words
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