Bradykinin Acetate

Bradykinin is a physiologically and pharmacologically active peptide of the kinin group of proteins, consisting of nine amino acids.

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

CAT No: 10-101-72

CAS No:6846-03-3

Synonyms/Alias:Bradykinin acetate salt;6846-03-3;Bradykinin Acetate;BRADYKININ, ACETATE SALT, 98;acetic acid;(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S)-1-[(2S)-1-[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid;H 1970; (S)-2-((S)-2-((S)-1-((S)-2-((S)-2-(2-((S)-1-((S)-1-((S)-2-Amino-5-guanidinopentanoyl)pyrrolidine-2-carbonyl)pyrrolidine-2-carboxamido)acetamido)-3-phenylpropanamido)-3-hydroxypropanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanamido)-5-guanidinopentanoic Acid;L-BRADYKININ; ACETIC ACID;VIGBULRGBBKXHS-MIEKKPBHSA-N;MFCD06763566;AS-78097;PD018630;E78596;Bradykinin acetate (H-L-Arg-L-Pro-L-Pro-Gly-L-Phe-L-Ser-L-Pro-L-Phe-L-Arg-OH.CH3CO2H);

Chemical Name:acetic acid;(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[2-[[(2S)-1-[(2S)-1-[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

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
C52H77N15O13
M.W/Mr.
1120.3
Sequence
One Letter Code:RPPGFSPFR
Three Letter Code:H-Arg-Pro-Pro-Gly-Phe-Ser-Pro-Phe-Arg-OH.CH3CO2H
Application
The pharmacological properties of bradykinin include smooth muscle contraction, vasodilation and hypotension, increase in capillary permeability with edema formation and induction of pain. It induces broncoconstriction in asthmatic subjects and symptoms of rhinitis in nasal provocation.
Appearance
white fine crystalline powder

Bradykinin Acetate is a synthetic peptide derivative widely recognized for its role as a potent vasoactive mediator in scientific research. Characterized by its sequence of nine amino acids, this compound is a crucial tool for exploring various physiological and biochemical pathways. Its acetate salt form ensures enhanced solubility and stability, making it suitable for a broad spectrum of experimental applications. Researchers value Bradykinin Acetate for its ability to mimic endogenous bradykinin activity, enabling precise investigations into receptor interactions, cellular signaling cascades, and vascular reactivity. The product's versatility and reliability have established it as a staple in laboratories focused on cardiovascular, inflammatory, and neurophysiological studies.

Cardiovascular Research: Bradykinin Acetate is extensively utilized in cardiovascular research to elucidate the mechanisms underlying blood vessel dilation and regulation of blood flow. By acting as an agonist for bradykinin B2 receptors, it facilitates the study of endothelium-dependent relaxation and the release of vasodilatory factors such as nitric oxide and prostacyclin. Scientists employ it in isolated tissue preparations or cell-based assays to dissect the contributions of bradykinin signaling to vascular tone, permeability, and angiogenesis. This application provides critical insights into the molecular basis of hypertension, atherosclerosis, and other vascular disorders, supporting the development of targeted therapeutic strategies.

Inflammation Modeling: In inflammation research, Bradykinin Acetate serves as a valuable agent for modeling acute and chronic inflammatory responses. Its ability to induce vascular permeability, leukocyte recruitment, and the synthesis of pro-inflammatory mediators makes it indispensable for dissecting the cellular and molecular events that drive inflammation. Researchers utilize it in in vitro and ex vivo systems to evaluate the effects of anti-inflammatory compounds or to investigate the signaling pathways activated by bradykinin receptors. This approach aids in identifying novel targets for controlling excessive or pathological inflammation in various disease contexts.

Pain Mechanism Studies: The peptide is a powerful tool in pain research, particularly for unraveling the mechanisms of nociception and hyperalgesia. By activating peripheral sensory neurons and promoting the release of neuropeptides, Bradykinin Acetate helps mimic pain states in experimental models. Scientists use it to examine the role of bradykinin in sensitizing pain pathways, modulating ion channel activity, and facilitating neurogenic inflammation. These studies are essential for understanding the molecular underpinnings of pain perception and for screening potential analgesic agents that target bradykinin-mediated signaling.

Neurophysiological Investigations: Bradykinin Acetate is instrumental in neurophysiological studies aimed at characterizing the impact of bradykinin on central and peripheral nervous system function. Its application in neuronal cultures, brain slices, or nerve preparations allows researchers to probe the effects of bradykinin on neurotransmitter release, synaptic plasticity, and neuronal excitability. Investigations using this peptide contribute to a deeper understanding of neuroinflammatory processes, neurodegenerative diseases, and the modulation of neural circuits involved in pain and sensory processing.

Cell Signaling Pathway Analysis: The use of Bradykinin Acetate in cell signaling research enables the detailed examination of intracellular pathways activated by bradykinin receptors. It is frequently employed to stimulate G protein-coupled receptor cascades, leading to the activation of phospholipase C, calcium mobilization, and protein kinase pathways. By applying this compound to various cell types, scientists can dissect the downstream signaling events, cross-talk with other receptor systems, and the regulation of gene expression. Such studies are vital for mapping the complex networks that govern cellular responses to external stimuli and for identifying intervention points in pathological signaling.

Bradykinin Acetate's broad utility in cardiovascular, inflammation, pain, neurophysiological, and cell signaling research underscores its importance as a versatile investigative tool. Its ability to reliably mimic natural bradykinin activity provides researchers with a precise means of probing physiological and pathological processes at the molecular, cellular, and tissue levels. Whether used to clarify the intricacies of vascular function, dissect inflammatory mechanisms, model pain pathways, explore neurobiological responses, or map intricate signaling networks, this peptide remains indispensable for advancing scientific understanding and supporting the discovery of new therapeutic avenues.

Length
9
Long-term Storage Conditions
≥113 mg/mL in DMSO with gentle warming; ≥113.5 mg/mL in EtOH with gentle warming; ≥226.6 mg/mL in H2O
Shipping Condition
Room temperature in continental US; may vary elsewhere.
InChI
InChI=1S/C50H73N15O11.C2H4O2/c51-32(16-7-21-56-49(52)53)45(72)65-25-11-20-39(65)47(74)64-24-9-18-37(64)43(70)58-28-40(67)59-34(26-30-12-3-1-4-13-30)41(68)62-36(29-66)46(73)63-23-10-19-38(63)44(71)61-35(27-31-14-5-2-6-15-31)42(69)60-33(48(75)76)17-8-22-57-50(54)55;1-2(3)4/h1-6,12-15,32-39,66H,7-11,16-29,51H2,(H,58,70)(H,59,67)(H,60,69)(H,61,71)(H,62,68)(H,75,76)(H4,52,53,56)(H4,54,55,57);1H3,(H,3,4)/t32-,33-,34-,35-,36-,37-,38-,39-;/m0./s1
InChI Key
VIGBULRGBBKXHS-MIEKKPBHSA-N
Canonical SMILES
CC(=O)O.C1CC(N(C1)C(=O)C2CCCN2C(=O)C(CCCN=C(N)N)N)C(=O)NCC(=O)NC(CC3=CC=CC=C3)C(=O)NC(CO)C(=O)N4CCCC4C(=O)NC(CC5=CC=CC=C5)C(=O)NC(CCCN=C(N)N)C(=O)O
Isomeric SMILES
CC(=O)O.C1C[C@H](N(C1)C(=O)[C@@H]2CCCN2C(=O)[C@H](CCCN=C(N)N)N)C(=O)NCC(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](CO)C(=O)N4CCC[C@H]4C(=O)N[C@@H](CC5=CC=CC=C5)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O

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