Synthesis of Highly Active Analogues of Salmon Calcitonin

Pless, J.; Bauer, Walter; Bossert, H.; Zehnder, Kathrin; Guttmann, St.

doi:10.1016/b978-0-433-32202-3.50015-8

Cited by 3 publications

(2 citation statements)

References 4 publications

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“…This is further evidence for the evolution of human calcitonin to an intrinsically less potent form of the hormone. Substitutions of amino acids in the structure of human calcitonin towards the structure of the salmon hormone results in a potentiation of the affinity and potency of the human hormone in the 8866 cells, which reasonably well agree with their hypocalcemic activity (10,(15)(16)(17)(18). We cannot exclude the existence of separate high-affinity binding sites for labeled human or porcine calcitonins that are not detected with salmon 125I-calcitonin.…”

Section: Methodssupporting

confidence: 67%

“…In Fig. 5 the relative binding inhibition of the various calcitonins and their relative ability to stimulate cAMP accumulation is compared to their hypocalcemic activity (10,(15)(16)(17)(18). The concentrations of calcitonin causing half-maximal inhibition of binding and halfmaximal stimulation of cAMP formation were comparable and corresponded reasonably well to their hypocalcemic activity.…”

Section: Methodsmentioning

confidence: 81%

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Calcitonin and calcium ionophores: cyclic AMP responses in cells of a human lymphoid line.

Moran¹,

Hunziker²,

Fischer³

1978

Proc. Natl. Acad. Sci. U.S.A.

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Receptors for calcitonin, as assayed by the specific binding of 'SI-labeled salmon calcitonin and stimulation of cyclic AMP formation, were found in 886 cels derived from a human lymphoid line. The affinity of calcitonin from different species and of various analogues of human calcitonin for the binding sites and their ability to stimulate cyclic AMP formation were closely related to their hypocalcemic activity and presumably reflected biological properties of the hormones. Cell Culture, Isolation, and Incubation. The 8866 cells were derived from a patient with chronic myelogeneous leukemia (6) and were generously provided by S. J. Marx (NIAMDD). They were cultured in RPMI 1640 medium with 2 mM L-glutamine, supplemented with 10% fetal calf serum (vol/vol; Gibco, Glasgow, Scotland) and 0.5 ,ug of neomycin sulfate per ml, under a humid atmosphere of 95% air/5% CO2 at 370. Cells were fed two to three times weekly by 1:3 dilution in fresh growth medium. The cells were harvested at the late phase of exponential growth by sedimentation for 10 min at 300 X g at 40, washed three times in the incubation medium, and resuspended to a density of 107 cells per ml.The incubation medium contained 25 mM The costs of publication of this article were defrayed in part by the payment of page charges. This article must therefore be hereby marked "advertisement" in accordance with 18 U. S. C. §1734 solely to indicate this fact.

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Section: Methodssupporting

confidence: 67%

Section: Methodsmentioning

confidence: 81%

Calcitonin and calcium ionophores: cyclic AMP responses in cells of a human lymphoid line.

Moran¹,

Hunziker²,

Fischer³

1978

Proc. Natl. Acad. Sci. U.S.A.

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A convenient synthesis of human calcitonin mainly via the repetitive excess mixed anhydride method

Hirt

Kranenburg

Beyerman

1979

Recl. Trav. Chim. Pays‐Bas

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Abstract. human calcitonin (HCT). presumably a thyroid hormone (Fig.The synthesis is described of the sequence containing 32 amino acid residues proposed for Our strategy employed the coupling of four fragments: 1-7 (with closed disulfide bridge), [8][9][10][11][12][13][14][15][16][17][18][19] and 2&32 oia the azide or dicyclohexylcarbodiimide (DCCI) method. With the exception of two DCCI couplings (Am3 and Asn"), these fragments were prepared exclusively by stepwise synthesis ilia the repetitive excess mixed anhydride (REMA) mkthod (Fig. 2).Removal in one operation of all protecting groups with cold concentrated hydrochloric acid and chromatographic purification afforded HCT with full hypocalcemic potency (Table I).

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Analogues of human calcitonin

Maier

1975

Calc. Tis Res.

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Synthesis of Highly Active Analogues of Salmon Calcitonin

Cited by 3 publications

References 4 publications

Calcitonin and calcium ionophores: cyclic AMP responses in cells of a human lymphoid line.

Calcitonin and calcium ionophores: cyclic AMP responses in cells of a human lymphoid line.

A convenient synthesis of human calcitonin mainly via the repetitive excess mixed anhydride method

Analogues of human calcitonin

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