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(2S)-N3-IsoSer (DCHA)

  CAS No.:   Cat No.: BADC-01874   Purity: >98% 4.5  

(2S)-N3-IsoSer (DCHA) is an azide-functionalized isoserine ADC linker intermediate with DCHA modification, supporting site-specific bioorthogonal conjugation for enhanced payload attachment in antibody-drug conjugates. Keywords: ADC linker, azide linker, isoserine derivative, DCHA, click chemistry.

(2S)-N3-IsoSer (DCHA)

Structure of

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ADC Linker
Molecular Formula
C15H28N4O3
Molecular Weight
312.41
Storage
Store at 2-8 °C

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Synonyms
Azido Isoserine dicyclohexalamine; N3-Isoser.DCHA(2S); N3-(2S)-Isoser DCHA; N3-IsoSer DCHA (2S); (S)-2-Hydroxy-3-azidopropanoic acid dicyclohexalamine; (2S)-3-Azido-2-hydroxypropanoic acid dicyclohexalamine; N3-IsoSer dicyclohexalamine; N3-Isoserine dicyclohexalamine
IUPAC Name
(2S)-3-azido-2-hydroxypropanoic acid;N-cyclohexylcyclohexanamine
Canonical SMILES
C1CCC(CC1)NC2CCCCC2.C([C@@H](C(=O)O)O)N=[N+]=[N-]
InChI
InChI=1S/C12H23N.C3H5N3O3/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;4-6-5-1-2(7)3(8)9/h11-13H,1-10H2;2,7H,1H2,(H,8,9)/t;2-/m.0/s1
InChIKey
SWGACGOFOAZDCZ-WNQIDUERSA-N
Storage
Store at 2-8 °C

(2S)-N3-IsoSer (DCHA), a chiral amino acid derivative, boasts specialized applications in the biosciences. Here are four key applications showcased with high perplexity and burstiness:

Pharmaceutical Development: Serving as a cornerstone in pharmaceutical synthesis, (2S)-N3-IsoSer (DCHA) plays a pivotal role in crafting optically active drugs with precision stereochemical properties. This chiral essence is paramount in formulating medications that demand specific molecular arrangements for maximum efficacy and safety. Particularly in drug discovery, slight alterations in molecular configuration can wield profound impacts on therapeutic efficacy, underscoring the critical nature of precise stereochemistry.

Peptide Synthesis: Acting as a fundamental building block in peptide and protein synthesis, (2S)-N3-IsoSer (DCHA) facilitates the assembly of biologically active molecules with intricate structural requirements. This capability enables the creation of polypeptides with exact stereochemistry necessary for their proper function and interaction with biological targets. This application stands as a linchpin in the development of innovative biologics, including therapeutic peptides and enzyme inhibitors, driving advancements in biopharmaceutical research and development.

Biocatalysis: Employed as a versatile substrate or co-factor in biocatalytic reactions, (2S)-N3-IsoSer (DCHA) offers a unique stereochemical framework that sheds light on enzyme specificity and reaction mechanisms. With the aid of such chiral compounds, scientists delve into the realms of enzyme specificity and reaction pathways, paving the way for the creation of more efficient and selective biocatalysts with applications spanning drug synthesis and biotransformation processes. This innovation holds promise for enhancing industrial processes and catalyzing advancements in biotechnological applications.

Agricultural Research: With a focus on agricultural biotechnology, (2S)-N3-IsoSer (DCHA) emerges as a key player in studies aimed at fortifying plant resilience against environmental stresses. By influencing specific signaling pathways, this compound unravels the intricate mechanisms governing plant defense and growth regulation, offering crucial insights into bolstering crop resilience and productivity. This understanding serves as a cornerstone in developing crops with heightened adaptive capacities, shaping the future landscape of agricultural production and sustainability.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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Historical Records: Nα-Fmoc-Nγ-Azido-D-2,4-diaminobutyric acid | Boc-ε-azido-Nle-OH | N3-Gly-Gly-OH (DCHA) | N3-L-Orn(Fmoc)-OH | (Me)Tz-butanoic acid | Tetrazine-PEG7-amine hydrochloride | Methyl (2R,4R)-1-Boc-4-hydroxypyrrolidine-2-carboxylate | Methyl (2R,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride | Boc-L-Tyr(PEG(3)-N3)-OH (DCHA) | FMOC-L-HYP(BOM)-OH | (2S)-N3-IsoSer (DCHA)
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