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75490

Sigma-Aldrich

DL-Ornithine monohydrochloride

≥99.0% (AT)

Synonym(s):

(±)-2,5-Diaminopentanoic acid monohydrochloride

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About This Item

Linear Formula:
NH2(CH2)3CH(CO2H)(NH2) · HCl
CAS Number:
1069-31-4
Molecular Weight:
168.62
Beilstein:
4153338
EC Number:
213-956-0
MDL number:
MFCD00065398
UNSPSC Code:
12352209
PubChem Substance ID:
57652568
NACRES:
NA.22

Assay

≥99.0% (AT)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

~233 °C (dec.)

application(s)

peptide synthesis

SMILES string

Cl.NCCCC(N)C(O)=O

InChI

1S/C5H12N2O2.ClH/c6-3-1-2-4(7)5(8)9;/h4H,1-3,6-7H2,(H,8,9);1H

InChI key

GGTYBZJRPHEQDG-UHFFFAOYSA-N

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Application

DL-Ornithine monohydrochloride may be used as a starting material in the synthesis of (-)-(1-2H)putrescine dihydrochloride via enzymatic decarboxylation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The Stereochemistry of the Enzymic Decarboxylation of l-Arginine and of l-Ornithine
Richards JC and Spenser ID
Canadian Journal of Chemistry, 60(22), 2810-2820 (1982)
Sherry Dadsetan et al.
Biochemical pharmacology, 85(1), 115-123 (2012-10-30)
Combined administration of ornithine and phenylacetate (OP) is proposed as a novel treatment of hyperammonemia and hepatic encephalopathy. Ornithine is believed to increase ammonia fixation into glutamine in muscle tissue and glutamine is subsequently thought to react with phenylacetate forming
Juan C Marini et al.
American journal of physiology. Endocrinology and metabolism, 303(11), E1348-E1353 (2012-10-18)
Citrulline is an amino acid synthesized in the gut and utilized for the synthesis of the conditionally essential amino acid arginine. Recently, the origin of the ornithine utilized for citrulline synthesis has become a matter of discussion. Multiple physiological factors
Nicole Berthold et al.
Antimicrobial agents and chemotherapy, 57(1), 402-409 (2012-11-02)
Proline-rich antimicrobial peptides (PrAMPs) from insects and mammals have recently been evaluated for their pharmaceutical potential in treating systemic bacterial infections. Besides the native peptides, several shortened, modified, or even artificial sequences were highly effective in different murine infection models.
Osama I Abd El-Salam et al.
Molecules (Basel, Switzerland), 17(12), 14510-14521 (2012-12-12)
A series of macrocyclic imides and Schiff-bases have been prepared via the cyclocondensation of pyridine-2,6-dicarbonyl dichloride (1) with L-ornithine methyl ester to give the corresponding macrocyclic bisester 2. Treatment of 2 with hydrazine hydrate gave macrocyclic bisacid hydrazide 3, which
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