A peptide hormone activator of GC-C
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Guanylin (human) (trifluoroacetate salt)

Item No. 33140

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-prolylglycyl-L-threonyl-L-cysteinyl-L-α-glutamyl-L-isoleucyl-L-cysteinyl-L-alanyl-L-tyrosyl-L-alanyl-L-alanyl-L-cysteinyl-L-threonylglycyl-L-cysteine, cyclic (4→12),(7→15)-bis(disulfide), trifluoroacetate salt
Molecular Formula
C58H87N15O21S4 • XCF3COOH
Formula Weight
1458.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
O=C(N[C@H](C(N[C@H](C(N[C@](CSSC[C@]1([H])NC([C@@]([C@H](O)C)([H])NC(CNC([C@@H]2CCCN2)=O)=O)=O)([H])C(N[C@@](C3=O)([H])[C@H](O)C)=O)=O)C)=O)C)[C@](NC([C@@H](NC([C@@](CSSC[C@H](NC(CN3)=O)C(O)=O)([H])NC(C(NC([C@@H](NC1=O)CCC(O)=O)=O)[C@@H](C)CC)=O)=O)C)=O)([H])CC(C=C4)=CC=C4O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C58H87N15O21S4.C2HF3O2/c1-8-25(2)43-56(91)69-36-21-97-98-24-39(58(93)94)65-40(77)19-61-55(90)44(29(6)74)73-54(89)38(68-48(83)27(4)62-46(81)26(3)63-51(86)35(18-31-11-13-32(76)14-12-31)67-47(82)28(5)64-52(36)87)23-96-95-22-37(53(88)66-34(50(85)72-43)15-16-42(79)80)70-57(92)45(30(7)75)71-41(78)20-60-49(84)33-10-9-17-59-33;3-2(4,5)1(6)7/h11-14,25-30,33-39,43-45,59,74-76H,8-10,15-24H2,1-7H3,(H,60,84)(H,61,90)(H,62,81)(H,63,86)(H,64,87)(H,65,77)(H,66,88)(H,67,82)(H,68,83)(H,69,91)(H,70,92)(H,71,78)(H,72,85)(H,73,89)(H,79,80)(H,93,94);(H,6,7)/t25-,26-,27-,28-,29+,30+,33-,34-,35-,36-,37-,38-,39-,43?,44-,45-;/m0./s1
InChi Key
HZPCGHQVSGOQDF-UHUJXJFNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Guanylin is a peptide hormone activator of membrane-bound guanylate cyclase C (GC-C).1,2 It contains four cysteines that can form disulfide bridges leading to two possible isoforms, with the active form containing disulfide bridges between Cys4 and Cys12 and Cys7 and Cys15.1 Guanylin is found in epithelial cells of the small intestine where it activates GC-C to increase intestinal chloride and fluid secretion.2,3,4 Guanylin expression is reduced by 100- to 1,000-fold in greater than 85% of isolated tumors from patients with colorectal cancer compared with adjacent non-cancerous intestinal epithelial tissue.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nokihara, K., Wray, V., Ando, E., et al. Synthesis, solution structure, binding activity, and cGMP activation of human guanylin and its disulfide isomer. Regul. Pept. 70(2-3), 111-120 (1997).

    2. de Sauvage, F.J., Keshav, S., Kuang, W.-J., et al. Precursor structure, expression, and tissue distribution of human guanylin. Proc. Natl. Acad. Sci. USA 89(19), 9089-9093 (1992).

    3. Hill, O., Kuhn, M., Zucht, H.-D., et al. Analysis of the human guanylin gene and the processing and cellular localization of the peptide. Proc. Natl. Acad. Sci. USA 92(6), 2046-2050 (1995).

    4. Forte, L.R., and Currie, M.G. Guanylin: A peptide regulator of epithelial transport. FASEB J. 9(8), 643-650 (1995).

    5. Wilson, C., Lin, J.E., Snook, A.E., et al. The paracrine hormone for the GUCY2C tumor suppressor, guanylin, is universally lost in colorectal cancer. Cancer Epidemiol. Biomarkers Prev. 23(11), 2328-2337 (2014).