Dicarboxidine · 2 HCl is a dicarboxylic amino acid derivative supplied as a dihydrochloride salt, featuring two carboxylate-containing functionalities and an amino functionality within the same molecule. The presence of two equivalents of hydrochloride indicates protonated/ionic salt forms that increase water solubility and influence handling, while the amino and carboxyl groups provide defined sites for acid-base equilibria and subsequent derivatization. In synthetic and analytical workflows, the salt form is used as a defined precursor for preparing amino acid derivatives and for constructing more complex carboxylate- and amino-functionalized building blocks used in peptide-related intermediate synthesis and chemical labeling studies.
CAT No: CP27219
CAS No:56455-90-4
Synonyms/Alias:ALPHA-METHYL-D-TRYPTOPHAN;(R)-a-Methyltryptophan;56452-52-9;(2R)-2-amino-3-(1H-indol-3-yl)-2-methylpropanoicacid;NSC-9948;D-a-Methyltryptophan;AC1LDVZV;(+)-a-Methyltryptophan;a-Methyl-(R)-tryptophan;H-A-ME-D-TRP-OH;NCIStruc1_000316;NCIStruc2_000076;A-METHYL-D-TRYPTOPHAN;SCHEMBL200589;D-ALPHA-METHYLTRYPTOPHANE;CHEMBL1741969;ZINC39094;NCI9948;CCG-37957;NCGC00013102;AB04824;NCGC00013102-02;NCGC00096224-01;FT-0672299
Dicarboxidine · 2 HCl is a diaminodicarboxylic acid salt provided as the dihydrochloride, featuring two carboxylic acid functionalities and protonated amine sites under acidic conditions. The salt form increases aqueous handling and helps define a well-characterized ionic state for downstream coupling chemistry and salt-stable storage. The presence of multiple acidic groups and basic nitrogens creates a reactivity profile suited to controlled protection/deprotection workflows, including selective conversion of carboxylates to activated esters or protected acyl derivatives. Stereochemical considerations are typically governed by the underlying amino acid framework and any chiral centers present in the parent structure, making the material relevant as a chiral or achiral building block for peptide-related and heterocycle-forming syntheses.
1. Protected Amino Acid Synthesis
Dicarboxidine · 2 HCl supports protected amino acid synthesis workflows where orthogonal protection of its amine and carboxyl groups is required for stepwise assembly. The dihydrochloride salt enables predictable amine protonation, which can be leveraged to control chemoselective protection strategies before converting carboxylic acids to peptide-coupling-ready derivatives. Carboxyl groups can be transformed into activated esters or protected acid forms, while amines can be masked to prevent side reactions during peptide coupling or fragment elaboration. Downstream use includes preparation of protected intermediates that integrate into peptide building block preparation and multi-functional amino acid derivative libraries.
2. Peptide Coupling Chemistry
Dicarboxidine · 2 HCl can be applied in peptide coupling chemistry as a multifunctional amino acid component that bears two carboxyl groups and multiple nitrogen sites for controlled incorporation into peptide-like structures. The salt-associated protonation state helps manage reactivity during coupling by reducing uncontrolled nucleophilicity of amines until deprotection or activation steps are executed. Carboxyl functionality enables formation of amide bonds through standard peptide coupling approaches, supporting synthesis of diacid-containing peptide segments or amino acid-derived linkers. The resulting peptide intermediates can be further modified to generate peptide analogs, backbone-functionalized fragments, or crosslinker precursors for chemical biology and materials-oriented peptide science.
3. Heterocycle And Linker Building
Dicarboxidine · 2 HCl serves as an amino acid-based intermediate for heterocycle synthesis and linker construction where its dual carboxyl groups and nitrogen functionality can participate in cyclization or condensation sequences. The presence of multiple functional groups can enable formation of ring systems through intramolecular activation after selective protection, supporting routes to nitrogen-containing heterocycles and rigidified scaffolds. Salt handling improves reproducibility in synthetic operations by maintaining a consistent ionic form prior to activation of carboxyl groups or deprotection of amines. Downstream derivatives may include bicyclic or polyfunctional intermediates used in peptidomimetic construction, SAR-focused fragment generation, and industrial fine chemical synthesis of heterocycle-containing building blocks.
4. Chemical Biology Conjugation
Dicarboxidine · 2 HCl can be utilized for chemical biology conjugation strategies that require bifunctional amino acid motifs for biomolecule modification. The diacid and amine pattern supports design of conjugation handles after conversion to activated carboxyl derivatives or after selective masking to preserve one reactive site while introducing another. Protonation control from the dihydrochloride form can be used to manage coupling selectivity when preparing bioconjugation-ready intermediates such as amide-forming linkers or multi-point attachment scaffolds. Downstream applications include generating labeled peptide analogs, affinity reagents, or immobilization linkers used in biochemical research workflows and analytical studies of biomolecular interactions.
5. Pharmaceutical Intermediate Preparation
Dicarboxidine · 2 HCl is suitable for pharmaceutical intermediate preparation in process chemistry contexts where multi-functional, salt-stabilized amino acid precursors are required for scalable synthesis of complex intermediates. The compound's multiple carboxyl groups enable conversion into protected acid forms or activated derivatives that can be carried through sequential transformations without loss of functional-group identity. The dihydrochloride salt form can support consistent handling and controlled reactivity during protection/deprotection cycles, which is relevant for manufacturing route design. Downstream utility includes preparation of branching intermediates for medicinal chemistry synthesis, including peptidomimetic precursors, linker units, and multi-functional scaffolds used in industrial fine chemical production.
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