Davunetide

Davunetide exhibits neuroprotective properties by targeting microtubule-associated protein tau, reducing hyperphosphorylation, and preventing the formation of neurofibrillary tangles.

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

CAT No: R2013

CAS No:211439-12-2

Chemical Name:(2S)-5-amino-2-[[(2S)-1-[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2,4-diamino-4-oxobutanoyl]amino]propanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-3-hydroxypropanoyl]amino]-3-methylpentanoyl]pyrrolidine-2-carbonyl]amino]-5-oxopentanoic acid

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M.F/Formula
C36H60N10O12
M.W/Mr.
824.92
Appearance
Solid

Davunetide is a synthetic peptide derived from the activity-dependent neuroprotective protein (ADNP), recognized for its unique biochemical properties and neuroprotective potential in experimental systems. As a short peptide fragment, it is characterized by its ability to interact with microtubule-associated proteins and influence cytoskeletal dynamics, making it a valuable tool in neurobiology and cell biology research. Its sequence and structure confer stability and cellular permeability, contributing to its utility in probing mechanisms of neuronal function and degeneration. The compound's relevance extends to studies of neurodegenerative processes, synaptic regulation, and cellular stress responses, positioning it as a versatile asset for peptide-based research applications.

Neurobiology research: Davunetide is widely employed in the investigation of neuronal survival, differentiation, and plasticity. Researchers utilize it to model neuroprotective mechanisms in cultured neurons, where it facilitates the study of microtubule stabilization and cytoskeletal integrity under various stress conditions. Its capacity to modulate tau phosphorylation and support neuronal architecture enables in-depth analysis of pathways implicated in neurodegenerative diseases and axonal transport dysfunction, providing insight into the molecular underpinnings of neuronal resilience.

Peptide functional studies: As a well-defined peptide fragment, Davunetide serves as a model system for examining peptide-microtubule interactions and the downstream effects on cellular signaling. Its use allows for the dissection of ADNP-derived peptide functions, offering a controlled approach to investigating sequence-specific activities and the contribution of short peptides to cellular homeostasis. Experimental applications often include mapping the binding sites of microtubule-associated proteins and evaluating the impact of peptide analogs on cytoskeletal dynamics.

Cellular stress response analysis: The compound is instrumental in elucidating cellular responses to oxidative, metabolic, or excitotoxic stress. By incorporating Davunetide into in vitro models, researchers can assess its influence on cell viability, mitochondrial function, and stress-responsive signaling pathways. Such studies are vital for understanding how peptide modulators affect cellular adaptation and survival mechanisms, particularly in the context of neurobiology and age-related cellular decline.

Peptide synthesis and structure-activity relationship (SAR) studies: Davunetide is frequently used as a reference structure in peptide synthesis protocols and SAR investigations. Its defined sequence and bioactive properties make it an ideal candidate for generating peptide analogs, substitutions, or modifications aimed at optimizing neuroprotective efficacy or cellular uptake. These synthesis-focused applications support the development of novel peptide-based research tools and facilitate the exploration of structure-function relationships in neuroactive peptides.

Analytical method development: The peptide's well-characterized sequence and stability profile make it suitable for validating analytical techniques such as liquid chromatography, mass spectrometry, and peptide quantification assays. Researchers leverage Davunetide as a calibration standard or positive control when developing and optimizing protocols for peptide detection, purification, or quantification. Its use in analytical method development ensures accuracy and reproducibility, thereby supporting robust peptide research workflows.

InChI
InChI=1S/C36H60N10O12/c1-6-18(4)28(35(56)46-14-8-9-23(46)31(52)41-21(36(57)58)11-12-25(38)48)44-30(51)22(16-47)42-33(54)27(17(2)3)43-32(53)24-10-7-13-45(24)34(55)19(5)40-29(50)20(37)15-26(39)49/h17-24,27-28,47H,6-16,37H2,1-5H3,(H2,38,48)(H2,39,49)(H,40,50)(H,41,52)(H,42,54)(H,43,53)(H,44,51)(H,57,58)/t18-,19-,20-,21-,22-,23-,24-,27-,28-/m0/s1
InChI Key
DWLTUUXCVGVRAV-XWRHUKJGSA-N
Canonical SMILES
CCC(C)C(C(=O)N1CCCC1C(=O)NC(CCC(=O)N)C(=O)O)NC(=O)C(CO)NC(=O)C(C(C)C)NC(=O)C2CCCN2C(=O)C(C)NC(=O)C(CC(=O)N)N
Isomeric SMILES
CC[C@H](C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)N)C(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](C(C)C)NC(=O)[C@@H]2CCCN2C(=O)[C@H](C)NC(=O)[C@H](CC(=O)N)N

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