5-Hydroxylysine

Base Information

• Chemical Name: 5-Hydroxylysine
• CAS No.: 1190-94-9
• Deprecated CAS: 30528-11-1,28902-93-4,27287-98-5,24722-60-9,13189-95-2
• Molecular Formula: C₆H₁₄N₂O₃
• Molecular Weight: 162.189
• European Community (EC) Number: 214-726-2
• UNII: 2GQB349IUB
• DSSTox Substance ID: DTXSID701317083
• Nikkaji Number: J38.540I
• Wikipedia: Hydroxylysine
• Wikidata: Q419226
• NCI Thesaurus Code: C118878
• Metabolomics Workbench ID: 37255
• ChEMBL ID: CHEMBL457104

Synonyms:(2S,5R)-2,6-diamino-5-hydroxyhexanoic acid;2,6 Diamino 5 hydroxyhexanoic Acid;2,6-diamino-5-hydroxyhexanoic acid;5 Hydroxylysine;5-hydroxylysine;Hydroxylysine;Lysine, 5 Hydroxy;lysine, 5-hydroxy-

Chemical Property of 5-Hydroxylysine

Chemical Property:

• Vapor Pressure: 1.14E-08mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 416.2°C at 760 mmHg
• Flash Point: 205.5°C
• Density: 1.268g/cm³
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 162.10044231
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C(CC(C(=O)O)N)C(CN)O
• Isomeric SMILES: C(C[C@@H](C(=O)O)N)[C@H](CN)O

Technology Process of 5-Hydroxylysine

There total 44 articles about 5-Hydroxylysine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(2S,5R)-2,6-diazido-5-hydroxyhexanoic acid → (5R)-5-hydroxy-L-lysine (504-91-6,1190-94-9,3506-26-1,6000-08-4,18899-29-1,18899-30-4,18899-31-5,52153-41-0,78088-29-6,28902-93-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; at 20 ℃; for 15h; under 760.051 Torr;

DOI:10.1039/c4ob01220h

Reference yield:

L-lysine (56-87-1,3506-25-0) → (2S,5S)-5-hydroxylysine (18899-29-1,28902-93-4) + (5R)-5-hydroxy-L-lysine (504-91-6,1190-94-9,3506-26-1,6000-08-4,18899-29-1,18899-30-4,18899-31-5,52153-41-0,78088-29-6,28902-93-4) + (2S)-4-hydroxylysine (15574-69-3) + (2S)-2,6-diamino-3-hydroxyhexanoic acid

Guidance literature:

With oxygen; In water; γ-Irradiation;

DOI:10.1021/tx980118h

Reference yield:

type I collagen from Bester sturgeon scales → L-alanin (56-41-7,25191-17-7,18875-37-1) + L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + L-serin (56-45-1,83245-15-2) + L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + L-isoleucine (73-32-5,959215-79-3,18875-42-8) + L-methionine (63-68-3,26062-47-5,58576-49-1) + L-lysine (56-87-1,3506-25-0) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + (5R)-5-hydroxy-L-lysine (504-91-6,1190-94-9,3506-26-1,6000-08-4,18899-29-1,18899-30-4,18899-31-5,52153-41-0,78088-29-6,28902-93-4) + L-arginine (74-79-3,25212-18-4) + S,S-cystine (349-46-2) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + glycine (56-40-6,18875-39-3,25718-94-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + 4R-4-hydroxyproline (51-35-4,30724-02-8) + L-histidine (71-00-1)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 24h;

DOI:10.1016/j.foodchem.2014.03.075

upstream raw materials:

(2S,5R)-(-)-tert-butyl-6-amino-2-[(tert-butoxycarbonyl)amino]-5-hydroxyhexanoate

(R)-5-((S)-3-Amino-3-carboxy-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

(2S,5R)-6-azido-2-benzyloxycarbonylamino-5-hydroxyhexanoic acid

L-lysine

Downstream raw materials:

(2S,5R)-2-amino-6-[(benzyloxycarbonyl)amino]-5-hydroxyhexanoic acid

(5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine

(2S,5R)-2-Amino-6-benzyloxycarbonylamino-5-((2R,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-hexanoic acid

bengamide B

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