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Neuromedin C

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Neuromedin C (NMC) is a decapeptide that acts as a growth factor in a variety of tumors.

Category

Peptide Inhibitors

Catalog number

BAT-010822

CAS number

81608-30-2

Molecular Formula

C50H73N17O11S

Molecular Weight

1120.29

Specification
Reference Reading

IUPAC Name

(2S)-2-[(2-aminoacetyl)amino]-N-[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[2-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-4-methylsulfanyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]butanediamide

Synonyms

Neuromedin C (porcine); Gly-asn-his-trp-ala-val-gly-his-leu-met-NH2; GRP (18-27) (human, porcine, canine); Bombesin decapeptide; Grp-10; Gastrin releasing peptide 10; Canine gastrin-releasing peptide 10; Gastrin releasing peptide (18-27); glycyl-L-asparagyl-L-histidyl-L-tryptophyl-L-alanyl-L-valyl-glycyl-L-histidyl-L-leucyl-L-methioninamide

Appearance

White Lyophilized Solid

Purity

≥95% by HPLC

Density

1.338±0.06 g/cm3(Predicted)

Boiling Point

1730.4±65.0°C(Predicted)

Sequence

GNHWAVGHLM

Storage

Store at -20°C

Solubility

Soluble in Water (1 mg/ml)

InChI

InChI=1S/C50H73N17O11S/c1-25(2)13-34(46(74)63-33(43(53)71)11-12-79-6)64-47(75)36(15-29-20-54-23-58-29)62-41(70)22-57-50(78)42(26(3)4)67-44(72)27(5)60-45(73)35(14-28-19-56-32-10-8-7-9-31(28)32)65-48(76)37(16-30-21-55-24-59-30)66-49(77)38(17-39(52)68)61-40(69)18-51/h7-10,19-21,23-27,33-38,42,56H,11-18,22,51H2,1-6H3,(H2,52,68)(H2,53,71)(H,54,58)(H,55,59)(H,57,78)(H,60,73)(H,61,69)(H,62,70)(H,63,74)(H,64,75)(H,65,76)(H,66,77)(H,67,72)/t27-,33-,34-,35-,36-,37-,38-,42-/m0/s1

InChI Key

RWBLWXCGQLZKLK-USVTTYPOSA-N

Canonical SMILES

CC(C)CC(C(=O)NC(CCSC)C(=O)N)NC(=O)C(CC1=CN=CN1)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)C(CC4=CN=CN4)NC(=O)C(CC(=O)N)NC(=O)CN

1. Bombesin, neuromedin C and neuromedin B given intrathecally facilitate the tail flick reflex in the rat

J L Henry, R A Cridland Brain Res . 1992 Jul 3;584(1-2):163-8. doi: 10.1016/0006-8993(92)90890-l.

Evidence from an earlier study suggested that bombesin, neuromedin C and neuromedin B may play a role in spinal nociceptive transmission; iontophoretic administration of these peptides onto dorsal horn neurones in the cat was found to preferentially depress those neurones activated by noxious stimulation. Therefore, to further examine the possible function of these peptides in the spinal cord, the present study compares the effects of intrathecal administration of bombesin, neuromedin C and neuromedin B on reaction time in the tail flick test in the rat. Intrathecal injection of bombesin and neuromedin C to the lower lumbar vertebral level produced a dose-dependent decrease in reaction time which lasted up to 46 min. Similar administration of neuromedin B had a biphasic effect; there was a dose-dependent decrease in reaction time lasting about 6 min followed by a delayed increase in reaction time to above control values at 31-46 min. In addition, administration of these peptides induced behavioral responses such as spontaneous vocalization and vocalization in response to innocuous touch. These results provide physiological evidence for a role of neuromedin C and neuromedin B in sensory transmission at the spinal level. In this model, bombesin was a potent agonist which may selectively activate the neuromedin C receptor.

2. Actions of neuromedin-B and neuromedin-C on amylase release from isolated rat pancreatic acini

T Nakamura, T Oka, M Fujii, M Otsuki, S Baba, S Tani, H Yajima Pancreas . 1987;2(3):252-7. doi: 10.1097/00006676-198705000-00002.

Neuromedin-B and neuromedin-C are novel decapeptides which have recently been isolated from porcine spinal cord and canine intestinal muscle, and show striking sequence homology with gastrin-releasing peptide (GRP-27) at the carboxyl-terminal region. The effects of synthetic neuromedin-B and neuromedin-C on exocrine pancreatic function were examined using isolated rat pancreatic acini. Neuromedin-B and neuromedin-C were able to cause full stimulation of amylase release. The relative efficacy of neuromedin-B and neuromedin-C was the same as that of GRP-27. Neuromedin-C was about twofold more potent, whereas, neuromedin-B was about 10-fold less potent than GRP-27. Both neuromedin-B and neuromedin-C potentiated the stimulation of amylase release caused by vasoactive intestinal peptide, secretin, or forskolin. Potentiation of amylase secretion did not occur with neuromedin-B or neuromedin-C plus cholecystokinin (CCK), carbamylcholine, or Ca2+ ionophore A23187. The effects of neuromedin-B and neuromedin-C on enzyme secretion were inhibited neither by dibutyryl cyclic GMP, nor atropine. The present study suggests that neuromedin-B and neuromedin-C act on different receptors than CCK and cholinergic agents, but appear to activate a common intracellular mechanism.

3. Neuromedin B is a major bombesin-like peptide in rat brain: regional distribution of neuromedin B and neuromedin C in rat brain, pituitary and spinal cord

N Minamino, H Matsuo, K Kangawa Biochem Biophys Res Commun . 1984 Nov 14;124(3):925-32. doi: 10.1016/0006-291x(84)91046-5.

Neuromedin B and neuromedin C are the novel mammalian bombesin-like peptides isolated from porcine spinal cord. We have developed highly specific and sensitive radioimmunoassays for neuromedin B and neuromedin C, and determined their regional distribution in rat central nervous system. Prior to measurements of the tissue contents, immunoreactive neuromedin B and C were characterized by gel-filtration and high performance liquid chromatography. Neuromedin B and C immunoreactivities have similar regional distribution in rat brain, but the content of immunoreactive neuromedin B is 2-6 times higher than that of immunoreactive neuromedin C in every region. These results indicate that neuromedin B is a major endogenous bombesin-like peptide in rat brain and has specific functions of physiological importance.