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Katacalcin

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Katacalcin is a second potent plasma calcium-lowering peptide that may be a useful marker for the detection of medullary thyroid carcinoma.

Category

Peptide Inhibitors

Catalog number

BAT-010511

CAS number

85916-47-8

Molecular Formula

C97H154N34O36S2

Molecular Weight

2436.59

Specification
Reference Reading

IUPAC Name

(4S)-5-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-[(2S)-2-[[(2S)-5-amino-1-[[(2S)-4-amino-1-[[(2S)-1-[[(1S)-3-amino-1-carboxy-3-oxopropyl]amino]-1-oxopropan-2-yl]amino]-1,4-dioxobutan-2-yl]amino]-1,5-dioxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-4-methylsulfanyl-1-oxobutan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-5-carbamimidamido-1-oxopentan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-3-carboxy-1-oxopropan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-4-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-carboxypropanoyl]amino]-4-methylpentanoyl]amino]-5-oxopentanoic acid

Synonyms

PDN 21; H-Asp-Met-Ser-Ser-Asp-Leu-Glu-Arg-Asp-His-Arg-Pro-His-Val-Ser-Met-Pro-Gln-Asn-Ala-Asn-OH; L-alpha-aspartyl-L-methionyl-L-seryl-L-seryl-L-alpha-aspartyl-L-leucyl-L-alpha-glutamyl-L-arginyl-L-alpha-aspartyl-L-histidyl-L-arginyl-L-prolyl-L-histidyl-L-valyl-L-seryl-L-methionyl-L-prolyl-L-glutaminyl-L-asparagyl-L-alanyl-L-asparagine; Calcitonin C-Terminal Flanking Peptide (human)

Appearance

White or Off-white Lyophilized Powder

Purity

≥95%

Density

1.62±0.1 g/cm3 (Predicted)

Sequence

DMSSDLERDHRPHVSMPQNAN

Storage

Store at -20°C

Solubility

Soluble in DMSO

InChI

InChI=1S/C97H154N34O36S2/c1-43(2)28-55(119-84(155)60(35-73(144)145)123-88(159)62(38-132)127-89(160)63(39-133)126-80(151)52(20-26-168-6)113-76(147)48(98)31-71(140)141)82(153)115-51(17-19-70(138)139)78(149)114-49(12-8-22-108-96(102)103)77(148)122-59(34-72(142)143)85(156)120-56(29-46-36-106-41-110-46)83(154)117-53(13-9-23-109-97(104)105)93(164)130-24-11-15-66(130)91(162)124-57(30-47-37-107-42-111-47)86(157)129-74(44(3)4)92(163)128-64(40-134)87(158)118-54(21-27-169-7)94(165)131-25-10-14-65(131)90(161)116-50(16-18-67(99)135)79(150)121-58(32-68(100)136)81(152)112-45(5)75(146)125-61(95(166)167)33-69(101)137/h36-37,41-45,48-66,74,132-134H,8-35,38-40,98H2,1-7H3,(H2,99,135)(H2,100,136)(H2,101,137)(H,106,110)(H,107,111)(H,112,152)(H,113,147)(H,114,149)(H,115,153)(H,116,161)(H,117,154)(H,118,158)(H,119,155)(H,120,156)(H,121,150)(H,122,148)(H,123,159)(H,124,162)(H,125,146)(H,126,151)(H,127,160)(H,128,163)(H,129,157)(H,138,139)(H,140,141)(H,142,143)(H,144,145)(H,166,167)(H4,102,103,108)(H4,104,105,109)/t45-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,74-/m0/s1

InChI Key

UYPZXUIXSSDJPM-CGVKNGJKSA-N

Canonical SMILES

CC(C)CC(C(=O)NC(CCC(=O)O)C(=O)NC(CCCNC(=N)N)C(=O)NC(CC(=O)O)C(=O)NC(CC1=CNC=N1)C(=O)NC(CCCNC(=N)N)C(=O)N2CCCC2C(=O)NC(CC3=CNC=N3)C(=O)NC(C(C)C)C(=O)NC(CO)C(=O)NC(CCSC)C(=O)N4CCCC4C(=O)NC(CCC(=O)N)C(=O)NC(CC(=O)N)C(=O)NC(C)C(=O)NC(CC(=O)N)C(=O)O)NC(=O)C(CC(=O)O)NC(=O)C(CO)NC(=O)C(CO)NC(=O)C(CCSC)NC(=O)C(CC(=O)O)N

1. [Katacalcin levels in healthy children and children with spasmophilia]

G Saggese, M Gualtieri, G I Baroncelli, A Paci, B Buggiani, S Bertelloni Minerva Pediatr . 1989 Sep;41(9):459-66.

The calcitonin (CT) gene encodes at least 3 peptides: CT, the 21-aminoacid carboxyl-terminal flanking peptide (katalcin or PDN-21) and CT-gene related peptide. Normal thyroid C-cells as well as malignant ones co-secrete CT and PDN-21 in response to hypercalcemia, so assay of PDN-21 may be an usefull method to assess C-cells secretion. Because of our knowledge no data are available on PDN-21 values in children, we measured this peptide in healthy children and in spasmophilia (Sp), a disease that has been related to CT deficiency. We studied 16 healthy children (9 males, 7 females; aging from 3.0 to 11.6 years) and in 21 patients with diagnosed Sp (8 males, 13 females, aging from 4.6 to 13.0 years). PDN-21 were assayed in whole serum by RIA using synthetic human PDN-21 for standards, 125I-PDN-21 for tracer and specific antiserum. CT was measured the serum of the same subjects by RIA using an ultrasensitive methods. In healthy children PDN-21 serum values were 12.3 +/- 2.0 pg/ml and no significant differences were found between males and females. Children with Sp showed slow higher PDN-21 concentrations (14.0 +/- 1.4 pg/ml) than normals, but the difference was not statistically significant. Also CT values were not significantly different between normal children (21.4 +/- 3.7 pg/ml) and patients with spasmophilia (22.5 +/- 1.8 pg/ml). A high significant positive relation was found between katalcacin and CT levels in normals as well as in spasmophilics. The physiological effects of PDN-21 are actually unknown.(ABSTRACT TRUNCATED AT 250 WORDS)

2. Determination of circulating monomeric katacalcin and calcitonin: physiological studies in normal subjects

W Woloszczuk, H Schuh, J Kovarik J Clin Chem Clin Biochem . 1986 Jul;24(7):451-5. doi: 10.1515/cclm.1986.24.7.451.

Katacalcin is a recently discovered peptide, contained within the calcitonin precursor. For the highly sensitive radioimmunological measurement of katacalcin and calcitonin we used extraction on C-18, thereby lowering the detection limits in serum to 0.8 pmol/l (katacalcin) and 0.7 pmol/l (calcitonin), and simultaneously improving the specificities of both assays for the monomeric forms of the peptides. Extraction recoveries were greater than 96% and greater than 95% for pure monoiodinated [125I]Tyr(0)-katacalcin and [125I]calcitonin, respectively; and 95-98% and 91-97% respectively for the corresponding unlabelled peptides. This method is sufficiently sensitive and specific for studies on the physiology of both peptides. Gel filtration of serum from a patient with medullary carcinoma of the thyroid showed that the majority of high molecular weight forms of katacalcin and calcitonin did not bind to C-18, and that the eluted material consisted to more than 90% of monomeric katacalcin and calcitonin. Basal levels (mean +/- SEM) of katacalcin were higher in men (3.0 +/- 0.6 pmol/l, age less than 40 years, and 1.8 +/- 0.4 pmol/l, age greater than 40 years) and younger women (2.1 +/- 0.4 pmol/l) than in older women (1.3 +/- 0.6 pmol/l; p less than 0.02). The respective values for calcitonin were 5.1 +/- 0.9 and 4.0 +/- 0.6 pmol/l for young and older men, and 2.3 +/- 0.4 and 2.8 +/- 0.8 pmol/l for young and older women, with a significant sex-related difference in both age groups. Basal serum levels of katacalcin and calcitonin were highly correlated (katacalcin = 0.66 calcitonin -0.12 pmol/l; p less than 0.001).(ABSTRACT TRUNCATED AT 250 WORDS)

3. Calcitonin, katacalcin, and calcitonin gene-related peptide in the human prostate. An immunocytochemical and immunoelectron microscopic study

K L de Mesy Jensen, R K Ackroyd, P A di Sant'Agnese Arch Pathol Lab Med . 1989 Jul;113(7):790-6.

We recently described for the first time the presence of calcitonin immunoreactivity (CTIR) in a subpopulation of prostatic and urethral endocrine-paracrine (EP) cells. We now further evaluate the distribution of the CTIR cell, characterize the coexistence of serotonin and calcitonin, and for the first time describe the coexpression of calcitonin and other calcitonin gene family peptides (calcitonin gene-related peptide and katacalcin) in the CTIR cell. Finally, the morphological ultrastructure of the secretory granule of the CTIR cell is analyzed. The finding of multiple calcitonin gene family peptides in prostatic and urethral EP cells and the specific localization of calcitonin to secretory granules strongly suggest that the calcitonin gene is expressed in this region and the products stored in the EP cells. The relatively high levels of calcitonin reported in the semen and the dendritic and nondendritic morphological features of the CTIR cell, respectively, suggest a lumencrine (exocrine), paracrine, and possibly endocrine role for calcitonin. The production of calcitonin and related peptides by the prostate may have implications in various pathologic processes of the prostate.