(8S,2S)-Diaminononanedioic acid is a non-proteinogenic, dicarboxylic amino acid derivative featuring a nine-carbon backbone with two amino substituents and two carboxylic acid groups, placing it in the class of diamino-substituted amino acid building blocks. The (8S,2S) stereochemical descriptors indicate defined configurations at the stereogenic centers along the chain, and the molecule bears primary amino functionality alongside free carboxyl groups that can participate in salt formation, coordination, or peptide-coupling chemistry. In research and synthesis contexts, it is used as a bifunctional linker or monomer for constructing polyamides and peptide-like structures, and its diamino and dicarboxyl pattern provides multiple handles for stepwise derivatization, crosslinking, or analytical method development involving charged, multidentate amino acid motifs.
CAT No: CP05702
CAS No:159344-56-6
Synonyms/Alias:(2S,8S)-2,8-diaminononanedioicacid;159344-56-6;AC1ODWNW;SCHEMBL8894128;CZBYDJTWLGVCEV-BQBZGAKWSA-N;(8S,2S)-Diaminononanedioicacid;ZINC1720127;(2S,8S)-2,8-Diaminoazelaicacid;(S,S)-2,8-Diaminononanedioicacid;8012AA;AKOS016003658;(8S,2S)-DIAMINONONANEDIOICACID;AJ-30972;AK-87786
(8S,2S)-Diaminononanedioic acid is a stereodefined diamino dicarboxylic acid featuring two amino groups and a long, flexible aliphatic chain between the terminal stereocenters. This structure makes it a useful, highly functional building block for constructing polyamine-like motifs and for introducing two carboxylate handles that can be converted into activated derivatives for downstream coupling. Researchers also use this compound as a defined amino-acid-derived precursor in chemical biology and materials workflows where bifunctional, charge-bearing linkers are required.
1. Bifunctional Linker Synthesis
(8S,2S)-Diaminononanedioic acid is frequently employed as a linker precursor for preparing diamino-dicarboxylate derivatives used in polymer and surface modification chemistry. Its combination of two amino functionalities and two carboxylic acid groups supports stepwise conversion into coupling-ready intermediates, enabling attachment to amine-reactive or carboxyl-activated partners while maintaining a defined spacer length. In practice, this makes it valuable for researchers building controlled, flexible architectures such as polyamine-like crosslinking units, spacer components in biomolecule conjugates, and defined linkers for macromolecular assembly where chain length and stereochemistry are important.
2. Peptide And Peptidomimetic Building Block
(8S,2S)-Diaminononanedioic acid is used as an amino-acid-derived building block for constructing peptide-like structures and peptidomimetics that incorporate a long aliphatic segment with multiple functional groups. The stereodefined backbone can be leveraged when a defined spatial arrangement of substituents is required for structure-function studies, including the design of constrained or charge-rich analogs. In peptide and medicinal chemistry development, it supports the preparation of custom sequences and analog scaffolds where the diamino and dicarboxylate functionality enables further derivatization for solubility tuning, conjugation, or downstream functional group installation.
3. Bioconjugation And Surface Coupling
(8S,2S)-Diaminononanedioic acid serves as a practical precursor for bioconjugation strategies that require a defined, flexible spacer bearing multiple reactive sites. The presence of both amino and carboxyl groups allows chemists to tailor the conjugation approach to the target substrate, including preparing bifunctional intermediates that can be coupled to biomolecules or immobilized on activated surfaces. This is particularly useful in chemical biology workflows where controlled linker length and multiple functional handles improve the reproducibility of conjugate formation for assays, affinity reagents, and immobilized biomaterial platforms.
4. Analytical And Reference Material Development
(8S,2S)-Diaminononanedioic acid is also used in analytical method development and reference material preparation when a well-defined diamino dicarboxylic acid with stereochemical definition is required. Its distinct functional group pattern supports targeted derivatization and quantification workflows used to monitor amino-acid-derived linkers, degradation products, or synthetic intermediates in research-grade quality control. Analytical chemists and process development teams value this compound as a structural reference for validating sample preparation and detection strategies in studies involving polyamine-containing materials, linker-containing polymers, or amino-acid-derived conjugates.
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.
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.
Read More