Neurokinin A

Neurokinin A is an endogenous tachykinin agonist with preference for the NK-2R

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Neurokinin A(CAS 86933-74-6)

CAT No: 10-101-295

CAS No:86933-74-6

Synonyms/Alias:NEUROKININ A;86933-74-6;Neurokinin alpha;Substance K;Neuromedin L;Neurokinin A (alligator);Porcine neurokinin A;Neurokinin A (Python molurus);Neurokinin alpha (porcine);Neurokinin A (pig spinal cord);Neuromedin L (pig spinal cord);Neurokinin A (swine spinal cord);Neurokinin alpha (pig spinal cord);94168F9W1D;CHEMBL217406;Neurokinin A trifluoroacetate salt;DTXSID701027125;Kassinin, 1-de-L-aspartic acid-2-de-L-valine-3-L-histidine-5-L-threonine-7-L-serine-;His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH2;L-Methioninamide, L-histidyl-L-lysyl-L-threonyl-L-alpha-aspartyl-L-seryl-L-phenylalanyl-L-valylglycyl-L-leucyl-;(5S,8S,14S,17S,20S,23S)-23-((2S,3R)-2-((S)-6-amino-2-((S)-2-amino-3-(1H-imidazol-4-yl)propanamido)hexanamido)-3-hydroxybutanamido)-17-benzyl-5-carbamoyl-20-(hydroxymethyl)-8-isobutyl-14-isopropyl-7,10,13,16,19,22-hexaoxo-2-thia-6,9,12,15,18,21-hexaazapentacosan-25-oic acid;L-HISTIDYL-L-LYSYL-L-THREONYL-L-.ALPHA.-ASPARTYL-L-SERYL-L-PHENYLALANYL-L-VALYLGLYCYL-L-LEUCYL-L-METHIONINAMIDE;L-METHIONINAMIDE, L-HISTIDYL-L-LYSYL-L-THREONYL-L-.ALPHA.-ASPARTYL-L-SERYL-L-PHENYLALANYL-L-VALYLGLYCYL-L-LEUCYL-;NKA;[125I]-neurokinin A;GTPL2089;GTPL3795;UNII-94168F9W1D;[125I]-NKA;DTXCID501511356;[125I]NKA (human, mouse, rat);BDBM50001447;-Neurokinin;Neuromedin L;Substance K;AKOS024456420;AKOS040763868;DA-76125;FN109083;TS-10268;G12445;His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH(2);His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH2(NeurokininA);H-His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH2; H-HKTDSFVGLM-NH2;(3S)-3-[(2S,3R)-2-[(2S)-6-AMINO-2-[(2S)-2-AMINO-3-(1H-IMIDAZOL-4-YL)PROPANAMIDO]HEXANAMIDO]-3-HYDROXYBUTANAMIDO]-3-{[(1S)-1-{[(1S)-1-{[(1S)-1-[({[(1S)-1-{[(1S)-1-CARBAMOYL-3-(METHYLSULFANYL)PROPYL]CARBAMOYL}-3-METHYLBUTYL]CARBAMOYL}METHYL)CARBAMOYL]-2-METHYLPROPYL]CARBAMOYL}-2-PHENYLETHYL]CARBAMOYL}-2-HYDROXYETHYL]CARBAMOYL}PROPANOIC ACID;L-HISTIDYL-L-LYSYL-L-THREONYL-L-ALPHA-ASPARTYL-L-SERYL-L-PHENYLALANYL-L-VALYLGLYCYL-L-LEUCYL-L-METHIONINAMIDE;

Chemical Name:(3S)-3-[[(2S,3R)-2-[[(2S)-6-amino-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]hexanoyl]amino]-3-hydroxybutanoyl]amino]-4-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-amino-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-4-oxobutanoic 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
C50H80N14O14S
M.W/Mr.
1133.3
Sequence
One Letter Code:HKTDSFVGLM
Three Letter Code:H-His-Lys-Thr-Asp-Ser-Phe-Val-Gly-Leu-Met-NH2
Appearance
Powder
Purity
≥97% (HPLC)
Activity
Antibacterial, Antifungal

Neurokinin A is a naturally occurring neuropeptide belonging to the tachykinin family, distinguished by its role as a potent neurotransmitter and neuromodulator in the central and peripheral nervous systems. Structurally, it is an undecapeptide derived from the preprotachykinin A gene and is closely related to substance P and neurokinin B. Its primary biological activity is mediated through the neurokinin 2 (NK2) receptor, where it influences smooth muscle contraction, vascular tone, and a variety of neurophysiological processes. Neurokinin A has garnered significant attention in neurobiology and pharmacology due to its involvement in pain transmission, inflammation, respiratory regulation, and gastrointestinal function, making it a valuable tool for probing tachykinin signaling pathways and receptor pharmacodynamics.

Neuropeptide signaling research: Neurokinin A is widely utilized to investigate the molecular mechanisms underlying tachykinin receptor activation and downstream signaling cascades in neuronal and non-neuronal tissues. By applying this peptide in receptor binding assays and functional studies, researchers can delineate the selectivity and efficacy of NK2 receptor ligands, characterize signal transduction pathways, and elucidate the physiological roles of tachykinins in synaptic transmission. Its use provides a robust platform for advancing the understanding of neuropeptide-mediated communication and modulation within complex neural networks.

Smooth muscle contractility studies: The peptide serves as an essential reagent in functional assays examining the contractile responses of smooth muscle tissues, such as those found in the gastrointestinal tract, respiratory airways, and vascular beds. By inducing or modulating contraction in isolated tissue preparations, it enables the assessment of NK2 receptor-mediated effects, the identification of novel antagonists or agonists, and the exploration of mechanisms underlying hyperresponsiveness in pathological conditions. These studies are critical for dissecting the contributions of tachykinins to smooth muscle physiology and disease models.

Pain and sensory pathway analysis: Neurokinin A plays a pivotal role in experimental models of nociception and sensory processing. Its application in in vitro and ex vivo systems facilitates the study of neuropeptide involvement in pain perception, hyperalgesia, and neurogenic inflammation. Researchers leverage its ability to activate specific neuronal populations and modulate neurotransmitter release, thereby providing insights into the molecular basis of pain signaling and the identification of potential targets for analgesic development at the preclinical research level.

Inflammation and immune modulation: In immunological research, the peptide is employed to elucidate the impact of tachykinins on inflammatory mediator release, immune cell recruitment, and tissue response to injury. Its capacity to stimulate cytokine production and influence leukocyte behavior in various model systems supports investigations into neuroimmune interactions, the pathogenesis of chronic inflammatory states, and the regulatory networks connecting the nervous and immune systems. Such studies contribute to a deeper understanding of how neuropeptides orchestrate complex physiological and pathological processes.

Pharmacological profiling and drug discovery: Neurokinin A is an indispensable tool in screening and characterizing small-molecule modulators, peptide analogs, and biologics targeting the NK2 receptor. Its use in competitive binding assays, functional response measurements, and receptor desensitization studies enables the evaluation of compound potency, selectivity, and mechanism of action. These applications are foundational in preclinical drug discovery pipelines focused on developing novel agents that modulate tachykinin signaling for research and industrial purposes.

Length
10
Long-term Storage Conditions
Soluble to 1 mg/ml in water
Shipping Condition
Wet ice in continental US; may vary elsewhere
InChI
InChI=1S/C50H80N14O14S/c1-26(2)18-34(45(73)58-32(42(53)70)15-17-79-6)57-38(67)23-55-49(77)40(27(3)4)63-47(75)35(19-29-12-8-7-9-13-29)60-48(76)37(24-65)62-46(74)36(21-39(68)69)61-50(78)41(28(5)66)64-44(72)33(14-10-11-16-51)59-43(71)31(52)20-30-22-54-25-56-30/h7-9,12-13,22,25-28,31-37,40-41,65-66H,10-11,14-21,23-24,51-52H2,1-6H3,(H2,53,70)(H,54,56)(H,55,77)(H,57,67)(H,58,73)(H,59,71)(H,60,76)(H,61,78)(H,62,74)(H,63,75)(H,64,72)(H,68,69)/t28-,31+,32+,33+,34+,35+,36+,37+,40+,41+/m1/s1
InChI Key
HEAUFJZALFKPBA-JPQUDPSNSA-N
Canonical SMILES
CC(C)CC(C(=O)NC(CCSC)C(=O)N)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(CC1=CC=CC=C1)NC(=O)C(CO)NC(=O)C(CC(=O)O)NC(=O)C(C(C)O)NC(=O)C(CCCCN)NC(=O)C(CC2=CN=CN2)N
Isomeric SMILES
C[C@H]([C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC2=CN=CN2)N)O

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