H-L-2Abu-OH*HCl

H-L-2Abu-OH*HCl is an L-form amino acid hydrochloride salt in which the 2-aminobutyric acid core bears a primary amino group and a carboxylic acid, with the side chain containing an additional methylene unit relative to alanine. The molecule is present as a hydrochloride, pairing the amino functionality with chloride to form a salt form while retaining the free carboxylic acid as the acid group for further derivatization. As a free amino acid salt, it is used as a defined building block for peptide and amino acid derivative synthesis and for structure-activity studies where incorporation of the 2-aminobutyric acid side-chain topology is required.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP25922

CAS No:5959-29-5

Synonyms/Alias:Boc-Glu-OPh;Boc-L-glutamicacid1-phenylester;59587-94-9;Boc-Gluoph;BOC-GLU-PHENYLESTER;15115_ALDRICH;N-t-Butyloxycarbonyl-glutamicacidalphaphenylester;15115_FLUKA;AC1O5867;ZINC2522622;AM003321;N-t-Boc-L-glutamicacidalpha-phenylester;3B3-045969;L-Glutamicacid,N-((1,1-dimethylethoxy)carbonyl)-,1-phenylester;(4S)-4-[(TERT-BUTOXYCARBONYL)AMINO]-5-OXO-5-PHENOXYPENTANOICACID;(4S)-4-{[(tert-butoxy)carbonyl]amino}-5-oxo-5-phenoxypentanoicacid;(4S)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-5-phenoxypentanoicacid

Chemical Name:(S)-2-Aminobutanoic acid hydrochloride

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C16H21NO6
M.W/Mr.
103,12*36,45 g/mole

H-L-2Abu-OH*HCl is the hydrochloride salt of L-2-aminobutyric acid, a chiral amino acid bearing a secondary carbon center (L-configuration) adjacent to the amino and carboxylic acid functionality. The molecule contains a free primary amine and a carboxylic acid that are present as a salt form under acidic conditions, which improves handling and dissolution for synthetic and analytical workflows while maintaining the stereochemical identity of the side-chain-bearing carbon. The short aliphatic side chain supports incorporation into peptide-like structures or conversion into protected amino acid derivatives, and its functional groups can participate in standard peptide coupling chemistry after appropriate salt management and protection-state adjustment. The compound's small, stereodefined scaffold also makes it a practical chiral amino acid intermediate for downstream derivatization and for generating analogs used in amino acid chemistry, peptide science, and process development.

1. Peptide Synthesis

H-L-2Abu-OH*HCl is applied in peptide synthesis workflows where L-2-aminobutyric acid serves as a compact, stereodefined residue for constructing peptide building blocks and peptide analogs. The amino and carboxyl groups enable conversion to N-protected amino acid derivatives and subsequent C-terminal activation, supporting peptide coupling strategies compatible with common amide bond formation methods. Salt-state management of the hydrochloride form can be used to reach the appropriate nucleophilicity and reactivity window during coupling and purification steps. Incorporation of the L-2Abu stereocenter into short peptides and peptidomimetic scaffolds supports structure-guided studies of backbone conformation and side-chain steric effects in synthetic peptide chemistry.

2. Unnatural Amino Acid Incorporation

H-L-2Abu-OH*HCl is used as an unnatural amino acid precursor for preparing stereochemically defined analogs in chemical biology and peptidomimetic design. The chiral α-carbon and short aliphatic side chain can be retained during derivatization to generate N-protected, carboxyl-activated, or esterified intermediates for sequential assembly into modified peptides and constrained analogs. The hydrochloride salt form facilitates controlled handling prior to protection-group installation, enabling downstream transformation into coupling-ready building blocks. Resulting derivatives can be employed to probe how subtle changes in amino acid identity affect peptide recognition, stability, and molecular conformation in SAR-oriented research.

3. Side-Chain Functionalization

H-L-2Abu-OH*HCl is suitable for side-chain and backbone functionalization routes in synthetic organic chemistry where the amino acid framework acts as a chiral handle for further chemical modification. The presence of a primary amine and carboxylic acid allows orthogonal protection planning, enabling selective transformations such as amide formation, esterification, or conversion to protected intermediates that can later be deprotected without racemization. The stereogenic center adjacent to the functional groups supports stereoretentive derivatization strategies when appropriate protection and activation states are selected. Functionalized products derived from this chiral amino acid can then serve as intermediates for building larger heteroatom-containing motifs or for preparing labeled and tagged amino acid derivatives used in biochemical research.

4. Analytical Standards

H-L-2Abu-OH*HCl is used for analytical method development and reference material preparation in amino acid profiling and chiral analysis contexts. The defined L-configuration and salt form provide a reproducible chemical identity for calibration of chromatographic or electrophoretic methods that separate amino acid stereoisomers and salt-state variants. The free functional groups can be derivatized into chromatographically responsive derivatives, supporting consistent detection in quantitative amino acid assays and method validation workflows. Downstream analytical standards prepared from this hydrochloride salt can also be applied to monitor reaction progress during protected amino acid synthesis and to verify stereochemical integrity of intermediates.

5. Pharmaceutical Intermediate Preparation

H-L-2Abu-OH*HCl is used as a chiral amino acid intermediate in pharmaceutical manufacturing supply chains for generating protected amino acid derivatives and peptide-like fragments. The amino acid's carboxyl functionality and primary amine support conversion into N-protected forms and activated carboxyl derivatives that can be incorporated into larger synthetic sequences for drug discovery chemistry. The stereocenter provides a controlled stereochemical element for producing enantiopure intermediates used in fine chemical synthesis, where racemization control and reproducible salt handling are central to process design. The resulting protected amino acid intermediates can feed into subsequent coupling steps to form amide-containing structures relevant to medicinal chemistry and applied chemical manufacturing.

Size
5 g;25 g;
InChI
1S/C16H21NO6/c1-16(2,3)23-15(21)17-12(9-10-13(18)19)14(20)22-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,18,19)/t12-/m0/s1
InChI Key
UUGORLVQLJSWBX-LBPRGKRZSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)O)C(=O)OC1=CC=CC=C1

Useful Tools

Peptide Calculator

Abbreviation List

Peptide Glossary

If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.

Featured Services
Peptide Nucleic Acids SynthesisEpitope Mapping ServicesPeptide CDMOPeptide Modification ServicescGMP Peptide ServicePeptide Analysis ServicesCustom Conjugation ServicePeptide Synthesis Services
Hot Products
About us

Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.

From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.

Our Customers