6003-05-0

Basic information

• Product Name: L-Alanine hydrochloride
• Synonyms: L-ALANINE HYDROCHLORIDE SOLUTION;L-Alanine hydrochloride;L-Alanine solution hydrochloride;Ala-OH·Hydrochloride;(S)-2-aMinopropanoic acid hydrochloride;L-Alanine,hydrochloride (1:1)
• CAS NO: 6003-05-0
• Molecular Formula: C₃H₇NO₂*ClH
• Molecular Weight: 125.55
• EINECS: 227-849-1
• Product Categories: AA to ALLife Sciences Standards;A;Alphabetic;Amino Acids;Amino Acids, Peptides and Proteins
• Mol File: 6003-05-0.mol

Chemical Properties

• Boiling Point: 212.9 °C at 760 mmHg
• Flash Point: 82.6 °C
• Appearance: /
• Density: 1.546g/cm³
• Vapor Pressure: 2.17E-05mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• BRN: 4296703
• CAS DataBase Reference: L-Alanine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine hydrochloride(6003-05-0)
• EPA Substance Registry System: L-Alanine hydrochloride(6003-05-0)

Safety Data

• WGK Germany: 2
• F: 10
• Hazardous Substances Data: 6003-05-0(Hazardous Substances Data)

Usage

Uses

Used in Biochemical Research:
L-Alanine hydrochloride serves as a valuable component in biochemical research, facilitating the study of protein synthesis and other biological mechanisms.
Used in Pharmaceutical Production:
It is incorporated into the manufacturing process of various pharmaceuticals, contributing to the development of medications that rely on its properties.
Used as a Food Additive:
L-Alanine hydrochloride is utilized in the food industry as an additive, enhancing the nutritional content and improving the taste and texture of certain products.
Used in Chemical Production:
L-Alanine hydrochloride is also employed in the production of other chemicals, broadening its applications across different industries.
Used in Nutrition Formulations:
L-Alanine hydrochloride is used in the development of parenteral and enteral nutrition formulations, where it promotes muscle protein synthesis and helps maintain a healthy nitrogen balance in the body.
Used in Regulatory Compliance:
When used according to regulatory guidelines, L-Alanine hydrochloride is considered safe for consumption, ensuring the well-being of those who incorporate it into their diets or medications.

InChI:InChI=1/C15H11BrF3NO2/c1-22-13-6-5-10(16)8-12(13)14(21)20-11-4-2-3-9(7-11)15(17,18)19/h2-8H,1H3,(H,20,21)

Upstream product

• 56-41-7 L-alanin 
• 3082-75-5 L-Alanine ethyl ester 
• 15761-38-3 L-N-Boc-Ala 
• 7585-47-9 N-benzyl-(S)-alanine 
• 131968-99-5 (1'S,5S)-1-(benzyloxycarbonyl)-3-(1'-phenyleth-1'-yl)-5-methylimidazolidin-4-one 
• 110449-46-2 <(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> (2R)-2-aminopropionate 
• 13515-97-4 methyl 2-aminopropanoate monohydrochloride 
• 226387-97-9 (αS,3R)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl α-phthalimidopropanoate 
• 117049-08-8 (1R,2S,5R)-2-(1-methyl-1-phenylethyl)-5-methylcyclohexyl<(tert-butoxycarbonyl)amino>bromoacetate 
• 1186048-83-8 desmocyclopeptide 
• 15180-22-0 (3S,6S)-3-methyl-6-(phenylmethyl)piperazine-2,5-dione 
• 1803-60-7 (3S,6S)-3-methyl-6-(2-methylpropyl)piperazine-2,5-dione 
• 1334715-65-9 versicoloritide A 

Downstream Products

• 18409-49-9 N-carbamoyl-L-alanine 
• 407-23-8 N-(trifluoroacetyl)-L-alanine 
• 24960-20-1 Cbz-glycyl-leucyl-alanine 
• 2224-52-4 L-alanine N-carboxyanhydride 
• 16480-55-0 sodium L-alaninate 
• 15136-29-5 (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)propanoate 
• 2749-11-3 (S)-Alaninol 
• 39825-33-7 isopropyl L-alanine 
• 847406-01-3 2-{[4'-(2,3-dichlorophenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-carbonyl]amino}propionic acid methyl ester 
• 2491-20-5 L-alanine methyl ester hydrochloride 
• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 

Relevant articles and documents

Solvent-freeN-Boc deprotection byex situgeneration of hydrogen chloride gas

An efficient, scalable and sustainable method for the quantitative deprotection of thetert-butyl carbamate (N-Boc) protecting group is described, using down to near-stoichiometric amounts of hydrogen chloride gas in solvent-free conditions. We demonstrate theex situgeneration of hydrogen chloride gas from sodium chloride and sulfuric acid in a two-chamber reactor, introducing a straightforward method for controlled and stoichiometric release of HCl gas. The solvent-free conditions allow deprotection of a wide variety ofN-Boc derivatives to obtain the hydrochloride salts in quantitative yields. The procedure obviates the need for any work-up or purification steps providing an uncomplicated green alternative to standard methods. Due to the solvent-free, anhydrous conditions, this method shows high tolerance towards acid sensitive functional groups and furnishes expanded functional group orthogonality.

L-Alanine halogenides with L-alanine L-alaninium dimeric cation

Crystalline salts l-alanine l-alaninium chloride (I) l-alanine l-alaninium bromide (II) and l-alanine l-alaninium iodide (III) were obtained, which have dimeric cations in the structure. The salts crystallize in the monoclinic crystal system with the space group P21 (Z = 4). l-Alanine··· l-alaninium dimers are realized via rather short O–H?O hydrogen bonds between carboxyl and carboxylate groups with the O?O distances equal to 2.421(2), 2.423(2) ? in (I), 2.437(10), 2.413(8) ? in (II) and 2.421(5), 2.442(5) ? in (III) at 200 K. The salts (I) and (II) are isotypic, while the salt (III) has different packing so the structure is distinct. The infrared and Raman spectra and the crystal structures of these compounds are discussed. Besides, we obtained for the first time a new simple salt l-alaninium iodide.

L-Tryptophan l-tryptophanium chloride

l-Tryptophan l-tryptophanium chloride is a new salt with (A?A+) type dimeric cation. It crystallizes in the monoclinic system (space group P21, Z = 2). The asymmetric unit contains one zwitterionic l-tryptophan molecule, one l-tryptophanium cation and one chloride anion. The dimeric cation is formed by a OH?O hydrogen bond with the O?O distance equal to 2.5556(18) ?. The infrared and Raman spectra of the crystal are studied and compared with the spectra of l-tryptophanium chloride.

Isolation and structural determination of the antifouling diketopiperazines from marine-derived Streptomyces praecox 291-11

Marine derived actinomycetes constituting 185 strains were screened for their antifouling activity against the marine seaweed, Ulva pertusa, and fouling diatom, Navicula annexa. Strain 291-11 isolated from the seaweed, Undaria pinnatifida, rhizosphere showed the highest antifouling activity and was identified as Streptomyces praecox based on a 16S rDNA sequence analysis. Strain 291-11 was therefore named S. praecox 291-11. The antifouling compounds from S. praecox 291-11 were isolated, and their structures were analyzed. The chemical constituents representing the antifouling activity were identified as (6S,3S)-6-benzyl-3-methyl-2,5-diketopiperazine (bmDKP) and (6S,3S)-6-isobutyl-3- methyl-2,5-diketopiperazine (imDKP) by interpreting the nuclear magnetic resonance and high-resolution mass spectroscopy data. Approximately 4.8mg of bmDKP and 3.1 mg of imDKP were isolated from 1.2 g of the S. praecox 291-11 crude extract. Eight different compositions of culture media were investigated for culture, the TBFeC medium being best for bmDKP and TCGC being the optimum for imDKP production. Two compounds respectively showed a 17.7 and 21 therapeutic ratio (LC50/EC50) to inhibit zoospores, and two compounds respectively showed a 263 and 120.2 therapeutic ratio to inhibit diatoms.

Cyclopeptides and polyketides from coral-associated fungus, Aspergillus versicolor LCJ-5-4

Three new cyclopentapeptides, versicoloritides A-C (1-3), a new orcinol tetramer, tetraorcinol A (4), and two new lactones, versicolactones A and B (5 and 6) together with three known metabolites, diorcinol, glyantrypine, and cordyol C were isolated from the fermentation broth of the coral-associated fungus Aspergillus versicolor LCJ-5-4. Their structures were elucidated by spectroscopic and chemical methods. The new compounds 1-4 were evaluated for their radical-scavenging activity and antimicrobial activity against Staphylococcus aureus, Escherichia coli, Enterobacter aerogenes, Bacillus subtilis, Pseudomonas aeruginosa, and Candida albicans and cytotoxicity against P388 and Hela cell lines. Compound 4 showed weak radical-scavenging activity against the DPPH radical with an IC50 value of 67 μM.

Hydration of amino acids from ultrasonic measurements

In this paper the results of compressibility of aqueous solutions of amino acids in water and in aqueous HCl and NaOH solutions at 25 °C are presented. The effect of the charged protonated amino groups and deprotonated carboxylic groups on the hydration number was tested. The idea of additivity of the hydration number with the constituents of the solute molecule was successfully applied and discussed.

Novel cyclopeptide and unique flavone from Desmos rostrata. Total synthesis of desmorostratone

Two new compounds, a cyclic peptide desmocyclopeptide (1) and a special flavone desmorostratone (2) were isolated from the stem bark of Desmos rostrata, along with two known compounds, desmosdumotins B (3) and C (4). Their structures were established on the basis of the spectral data, including mass spectrometry and 2D NMR. The total synthesis of desmorostratone (2) was performed in order to confirm its structure as well as that of desmosdumotin C (4), which was a tautomeric mixture in the solution. Finally, cytotoxity of these compounds were evaluated. Desmosdumotin C (4) displayed a moderate inhibition activity against KB cell line with an IC50 of 19.2 μM, whereas the other products showed a weak inhibition against the same cell line target.

(R)- and (S)-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone as chiral auxiliaries in the enantioselective preparation of α-amino acids

rac-α-Amino acids (rac-1a-d) were formally deracemized by a four-step reaction sequence: (a) protection of the amino function as the phthalimido derivative; (b) acyl chloride formation; (c) diastereoselective reaction with the chiral auxiliaries (R)- or (S)-3-hydroxy-4,4-dimethyl-1-phenyl-2- pyrrolidinone, (R)- or (S)-3; and (d) acid hydrolysis to deprotect both the ester and phthalimido functions. Diastereoselectivities of the intermediate esters 4 were good (82-96% d.e.), except for the case of 4b (41% d.e.), the precursor of valine. The main diastereoisomer of esters 4 was (αR,3S)- or (αS,3R)-, except for 4d: in this case, working at -78°C, the (αR,3R)- diastereoisomer was the main product, which epimerizes easily at the α- position when at room temperature. Acid hydrolysis of esters 4 directly gave the deprotected α-amino acids, with little or no epimerization at the α- position of the α-amino acid and complete recovery of the chiral auxiliary. Only (αR,3R)-4d on acid hydrolysis partially epimerized at the α-position. Moreover, some α-amino acids and their N,N-dibenzyl derivatives were obtained by dynamic kinetic resolution of diastereoisomeric mixtures of α- bromo esters 5 derived from the chiral auxiliaries (R)- or (S)-3 during reaction with dibenzylamine.

Empirical rules for the enantiopreference of lipase from Aspergillus niger toward secondary alcohols and carboxylic acids, especially α-amino acids

Lipase from Aspergillus niger (ANL, Amano lipase AP) catalyzes enantioselective hydrolysis and acylation reactions. To aid in the design of new applications of this lipase, we propose two empirical rules that predict which enantiomer reacts faster. For secondary alcohols, a rule proposed previously for other lipases also works for ANL, but with lower reliability (77%, 37 of 48 examples). For carboxylic acids, we examined both crude and partially-purified ANL because commercial ANL contains contaminating hydrolases. Partial purification removed a contaminating amidase and increased the enantioselectivity of ANL toward many α-amino acids, including cyclic amino acids. Unlike other lipases, ANL readily accepts positively-charged substrates and shows the highest enantioselectivity towards α-amino acids. Although a rule based on the sizes of the substituents could not predict the fast-reacting enantiomer, a rule limited to α-amino acids did predict the fast-reacting enantiomer. We estimate that the charged α-amino group contributes a factor of 40-100 (ΔΔ≠ = 2.2-2.7 kcal/mol) to the enantioselectivity of ANL towards carboxylic acids.

Lipophilic oligopeptides with immunomodulating activity

New, small and structurally simple immunomodulating oligopeptides are disclosed. The oligopeptides of this invention possess a long, lipophilic alkyl chain. These immunomodulating oligopeptides can be used in conjunction with anti-viral or anti-cancer agents in the treatment of human and animal diseases. Processes for the syntheses of immunomodulating chemicals are also disclosed.