A bone peptide
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Osteocalcin (1-49) (human) (trifluoroacetate salt)

Item No. 24723

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-tyrosyl-L-leucyl-L-tyrosyl-L-glutaminyl-L-tryptophyl-L-leucylglycyl-L-alanyl-L-prolyl-L-valyl-L-prolyl-L-tyrosyl-L-prolyl-L-α-aspartyl-L-prolyl-L-leucyl-4-carboxy-L-α-glutamyl-L-prolyl-L-arginyl-L-arginyl-4-carboxy-L-α-glutamyl-L-valyl-L-cysteinyl-4-carboxy-L-α-glutamyl-L-leucyl-L-asparaginyl-L-prolyl-L-α-aspartyl-L-cysteinyl-L-α-aspartyl-L-α-glutamyl-L-leucyl-L-alanyl-L-α-aspartyl-L-histidyl-L-isoleucylglycyl-L-phenylalanyl-L-glutaminyl-L-α-glutamyl-L-alanyl-L-tyrosyl-L-arginyl-L-arginyl-L-phenylalanyl-L-tyrosylglycyl-L-prolyl-L-valine cyclic (23→29)-disulfide, trifluoroacetate salt
CAS Number
136461-80-8
Molecular Formula
C269H381N67O82S2 • XCF3COOH
Formula Weight
5929.4
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Formic Acid: 1 mg/ml
SMILES
OC(C(C(O)=O)C[C@@H](C(N1CCC[C@H]1C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC(C(O)=O)C(O)=O)C(N[C@@H](C(C)C)C(N[C@H](C(N[C@@H](CC(C(O)=O)C(O)=O)C(N[C@@H](CC(C)C)C(N[C@@H](CC(N)=O)C(N2CCC[C@H]2C(N[C@H](C3=O)CC(O)=O)=O)=O)=O)=O)=O)CSSC[C@H](N3)C(N[C@H](C(N[C@@H](CCC(O)=O)C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@]([C@H](CC)C)([H])C(NCC(N[C@H](C(N[C@@H](CCC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@H](C(N[C@H](C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCNC(N)=N)C(N[C@H](C(N[C@H](C(NCC(N4CCC[C@H]4C(N[C@@H](C(C)C)C(O)=O)=O)=O)=O)CC5=CC=C(O)C=C5)=O)CC6=CC=CC=C6)=O)=O)=O)CC7=CC=C(O)C=C7)=O)C)=O)=O)=O)CC8=CC=CC=C8)=O)=O)=O)CC9=CN=CN9)=O)CC(O)=O)=O)C)=O)=O)=O)CC(O)=O)=O)=O)=O)=O)=O)=O)=O)NC([C@H](CC(C)C)NC([C@@H]%10CCCN%10C([C@@H](NC([C@@H]%11CCCN%11C([C@@H](NC([C@@H]%12CCCN%12C([C@H](C(C)C)NC([C@@H]%13CCCN%13C([C@@H](NC(CNC([C@H](CC(C)C)NC([C@@H](NC([C@H](CCC(N)=O)NC([C@@H](NC([C@H](CC(C)C)NC([C@@H](N[H])CC%14=CC=C(O)C=C%14)=O)=O)CC%15=CC=C(O)C=C%15)=O)=O)CC%16=CNC%17=C%16C=CC=C%17)=O)=O)=O)C)=O)=O)=O)=O)CC%18=CC=C(O)C=C%18)=O)=O)CC(O)=O)=O)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C269H381N67O82S2.C2HF3O2/c1-22-136(18)213(251(397)289-123-202(346)295-174(104-140-42-25-23-26-43-140)231(377)300-164(79-83-198(271)342)224(370)299-166(81-85-204(348)349)219(365)293-137(19)214(360)304-175(107-144-63-73-151(339)74-64-144)232(378)298-160(48-31-87-283-266(274)275)220(366)296-161(49-32-88-284-267(276)277)222(368)311-176(105-141-44-27-24-28-45-141)234(380)310-173(106-143-61-71-150(338)72-62-143)218(364)290-124-203(347)330-91-35-52-191(330)249(395)328-212(135(16)17)265(417)418)329-240(386)179(111-148-121-282-127-291-148)314-238(384)182(116-206(352)353)305-215(361)138(20)294-227(373)169(99-129(4)5)308-226(372)167(82-86-205(350)351)302-237(383)183(117-207(354)355)317-242(388)189-125-419-420-126-190(243(389)316-180(112-155(259(405)406)260(407)408)236(382)309-171(101-131(8)9)229(375)321-187(115-200(273)344)256(402)334-95-38-55-194(334)246(392)319-184(118-208(356)357)239(385)324-189)325-252(398)210(133(12)13)326-241(387)181(113-156(261(409)410)262(411)412)315-223(369)162(50-33-89-285-268(278)279)297-221(367)163(51-34-90-286-269(280)281)303-244(390)192-53-37-94-333(192)255(401)186(114-157(263(413)414)264(415)416)320-230(376)172(102-132(10)11)318-245(391)193-54-39-96-335(193)257(403)188(119-209(358)359)323-247(393)195-56-40-93-332(195)254(400)185(109-146-67-77-153(341)78-68-146)322-248(394)196-57-41-97-336(196)258(404)211(134(14)15)327-250(396)197-58-36-92-331(197)253(399)139(21)292-201(345)122-288-217(363)168(98-128(2)3)307-235(381)178(110-147-120-287-159-47-30-29-46-154(147)159)313-225(371)165(80-84-199(272)343)301-233(379)177(108-145-65-75-152(340)76-66-145)312-228(374)170(100-130(6)7)306-216(362)158(270)103-142-59-69-149(337)70-60-142;3-2(4,5)1(6)7/h23-30,42-47,59-78,120-121,127-139,155-158,160-197,210-213,287,337-341H,22,31-41,48-58,79-119,122-126,270H2,1-21H3,(H2,271,342)(H2,272,343)(H2,273,344)(H,282,291)(H,288,363)(H,289,397)(H,290,364)(H,292,345)(H,293,365)(H,294,373)(H,295,346)(H,296,366)(H,297,367)(H,298,378)(H,299,370)(H,300,377)(H,301,379)(H
InChi Key
PCVRZKPLCGSOAT-AJASTJSBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Osteocalcin (1-49) is a non-collagenous peptide that is secreted by osteoblasts and odontoblasts and comprises 1-2% of the total protein in bone.1 Secretion of osteocalcin (1-49) is stimulated by 1,25-dihydroxy vitamin D and plasma levels increase in diseases that induce dysregulated bone turnover such as osteoporosis, Paget's disease, and primary hyperparathyroidism.1,2 Osteocalcin (1-49) is positively correlated with insulin sensitivity and negatively correlated with high blood glucose levels in women.3 In vitro, osteocalcin induces chemotaxis of MDA-MB-231 breast cancer cells, human peripheral blood monocytes, and rat osteosarcoma cells with osteoblast-like characteristics.2 It is also expressed by vascular smooth muscle cells (VSMCs) displaying an osteoblast-like phenotype and has been positively associated with calcification of aortic tissue and heart valves in humans.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Colford, J.W., Lueddecke, B.A., Salvati, M., et al. Immunoradiometric assay for intact human osteocalcin(1-49) without cross-reactivity to breakdown products. Clin. Chem. 45(4), 526-531 (1999).

    2. Mundy, G.R., and Poser, J.W. Chemotactic activity of the ɤ-carboxyglutamic acid containing protein in bone. Calcif. Tissue Int. 35(2), 164-168 (1983).

    3. Levinger, I., Seeman, E., Jerums, G., et al. Glucose-loading reduces bone remodeling in women and osteoblast function in vitro. Physiol. Rep. 4(3), e12700 (2016).

    4. Millar, S.A., Patel, H., Anderson, S.I., et al. Osteocalcin, vascular calcification, and atherosclerosis: A systematic review and meta-analysis. Front. Endocrinol. (Lausanne) 8(183), (2017).