Lot numbers can be found on the outside label of a product:
(2S,3R,4S)-4-Hydroxyisoleucine
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CAS No. 55399-93-4
- Cat. No. CS-W010987
- Purity≥97%
- MDL No.MFCD07357252
*For research and further manufacturing use only, not for direct human use.
Structure of 55399-93-4
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General Information
- CAS No. 55399-93-4
- Cat. No. CS-W010987
- Purity ≥97%
- MDL No. MFCD07357252
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₁₃NO₃
- Molecular Weight 147.17
- Synonym(s) (2S,3R,4S)-4-Hydroxy-L-isoleucine
- SMILES O[C@@H](C)[C@H](C)[C@H](N)C(O)=O
Description
(2S,3R,4S)-4-Hydroxyisoleucine is a stereodefined hydroxylated amino acid featuring a unique tertiary alcohol at the C4 position. This configuration imparts enhanced metabolic stability and selective bioactivity, making it valuable for probing insulin-mimetic pathways in carbohydrate metabolism studies.
Application
(2S,3R,4S)-4-Hydroxyisoleucine serves as a valuable chiral building block for the synthesis of bioactive peptides and natural product analogs. Its well-defined stereochemistry enables predictable incorporation into peptide scaffolds, while the hydroxyl group provides a site for selective derivatization. The compound exhibits good bench stability and compatibility with standard coupling protocols, facilitating efficient access to complex targets in medicinal chemistry and synthetic biology applications.
Synthesis
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Route1
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55527-86-1 -
55527-85-0
- ~96%
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In-stock
55399-93-4
References
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Chapal, Nicolas; McNicol, Patricia; Jette, Lucie Patent: US2006/223884 A1, 2006 ; Location in patent: Page/Page column 44 ;
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Route2
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950204-60-1
- ~%
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In-stock
55399-93-4
References
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EP2123629 A1, ; Page/Page column 15 ;
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Route3
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21704-91-6
- ~79%
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In-stock
55399-93-4
References
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Wang, Qian; Ouazzani, Jamal; Andre Sasaki; Potier, Pierre European Journal of Organic Chemistry, 2002 , # 5 p. 834 - 839
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 83.55
- LogP -0.5848
- H_Acceptors 3
- H_Donors 3
- Rotatable_Bonds 3
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Key Words
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