A derivative of insulin
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Insulin degludec

Item No. 46122

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
29B-[N6-[N-(15-carboxy-1 oxopentadecyl)-L-γ-glutamyl]-L-lysine]-(1A-21A),(1B-29B)-insulin (human)
CAS Number
844439-96-9
Synonyms
  • IDeg
Molecular Formula
C274H411N65O81S6
Formula Weight
6104.0
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
CC[C@@H]([C@H]1C(N[C@H]2CSSC[C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CN)=O)[C@H](CC)C)=O)C(C)C)=O)CCC(O)=O)=O)CCC(N)=O)=O)C(N[C@H](C(N[C@@H]([C@H](O)C)C(N[C@@H](CO)C(N1)=O)=O)=O)CSSC[C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](N)CC3=CC=CC=C3)=O)C(C)C)=O)CC(N)=O)=O)CCC(N)=O)=O)CC4=CNC=N4)=O)CC(C)C)=O)C(NCC(N[C@@H](CO)C(N[C@@H](CC5=CNC=N5)C(N[C@@H](CC(C)C)C(N[C@@H](C(C)C)C(N[C@@H](CCC(O)=O)C(N[C@@H](C)C(N[C@@H](CC(C)C)C(N[C@@H](CC6=CC=C(O)C=C6)C(N[C@@H](CC(C)C)C(N[C@@H](C(C)C)C(N[C@H](C(NCC(N[C@H](C(N[C@H](C(NCC(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N7CCC[C@H]7C(N[C@H](C(O)=O)CCCCNC(CC[C@H](NC(CCCCCCCCCCCCCCC(O)=O)=O)C(O)=O)=O)=O)=O)[C@H](O)C)=O)CC8=CC=C(O)C=C8)=O)CC9=CC=CC=C9)=O)CC%10=CC=CC=C%10)=O)=O)CCCNC(N)=N)=O)CCC(O)=O)=O)=O)CSSC[C@@H](C(N[C@H](C(O)=O)CC(N)=O)=O)NC([C@H](CC%11=CC=C(O)C=C%11)NC([C@H](CC(N)=O)NC([C@H](CCC(O)=O)NC([C@H](CC(C)C)NC([C@H](CCC(N)=O)NC([C@H](CC%12=CC=C(O)C=C%12)NC([C@H](CC(C)C)NC([C@H](CO)NC2=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)C
InChi Code
InChI=1S/C274H411N65O81S6/c1-28-146(23)223(331-210(357)119-275)268(412)335-222(145(21)22)264(408)305-172(89-97-218(369)370)234(378)300-169(84-92-204(279)351)238(382)326-198-131-424-425-132-199-259(403)323-193(126-341)256(400)312-177(103-138(7)8)241(385)313-183(110-154-66-74-160(345)75-67-154)244(388)301-167(82-90-202(277)349)235(379)308-176(102-137(5)6)239(383)303-171(88-96-217(367)368)237(381)320-189(116-205(280)352)251(395)316-185(112-156-70-78-162(347)79-71-156)247(391)327-197(258(402)322-191(273(419)420)118-207(282)354)130-423-422-129-196(231(375)290-122-211(358)295-166(86-94-215(363)364)233(377)299-165(62-53-99-288-274(283)284)229(373)289-123-212(359)297-181(108-152-57-45-41-46-58-152)243(387)315-182(109-153-59-47-42-48-60-153)246(390)317-186(113-157-72-80-163(348)81-73-157)254(398)338-226(150(27)344)270(414)339-100-54-63-201(339)262(406)306-173(271(415)416)61-51-52-98-287-208(355)93-85-174(272(417)418)296-209(356)64-49-38-36-34-32-30-31-33-35-37-39-50-65-214(361)362)329-266(410)221(144(19)20)334-252(396)179(105-140(11)12)310-245(389)184(111-155-68-76-161(346)77-69-155)314-240(384)175(101-136(3)4)307-227(371)148(25)294-232(376)170(87-95-216(365)366)304-263(407)220(143(17)18)333-253(397)180(106-141(13)14)311-249(393)188(115-159-121-286-135-293-159)319-255(399)192(125-340)298-213(360)124-291-230(374)195(128-421-426-133-200(328-260(198)404)261(405)337-225(149(26)343)269(413)324-194(127-342)257(401)336-224(147(24)29-2)267(411)330-199)325-242(386)178(104-139(9)10)309-248(392)187(114-158-120-285-134-292-158)318-236(380)168(83-91-203(278)350)302-250(394)190(117-206(281)353)321-265(409)219(142(15)16)332-228(372)164(276)107-151-55-43-40-44-56-151/h40-48,55-60,66-81,120-121,134-150,164-201,219-226,340-348H,28-39,49-54,61-65,82-119,122-133,275-276H2,1-27H3,(H2,277,349)(H2,278,350)(H2,279,351)(H2,280,352)(H2,281,353)(H2,282,354)(H,285,292)(H,286,293)(H,287,355)(H,289,373)(H,290,375)(H,291,374)(H,294,376)(H,295,358)(H,296,356)(H,297,359)(H,298,360)(H,299,377)(H,300,378)(H,3
InChi Key
FYZPCMFQCNBYCY-WIWKJPBBSA-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

    Insulin degludec is a derivative of insulin that lacks the ThrB30 residue and is acylated at the LysB29 residue with hexadecanedioic acid via a γ-L-glutamic acid linker.1 It binds insulin receptors in CHO cell plasma membrane preparations (IC50 = 20 nM).2 Insulin degludec increases the level of phosphorylated Akt in HL-1 mouse cardiomyocytes and primary rat cortical neuronal cells and increases glucose uptake in HL-1 cardiomyocytes.2,3 It increases positive inotropic activity in primary adult rat ventricular myocytes (ARVMs) and inhibits apoptosis induced by hydrogen peroxide (H2O2) in H9c2(2-1) rat cardiac cells.2 Insulin degludec decreases fasting blood glucose levels and increases body weight in a mouse model of type 1 diabetes (T1D) induced by alloxan (Item No. 9002196).4 It reduces liver glucose, lactate, and pyruvate levels and does not change serum aspartate aminotransferase (AST) or alanine transaminase (ALT) levels in an alanine-stimulated mouse model of T1D and insulin-induced hypoglycemia. Formulations containing insulin degludec have been used in the treatment of type 1 and type 2 diabetes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jonassen, I., Havelund, S., Hoeg-Jensen, T., et al. Design of the novel protraction mechanism of insulin degludec, an ultra-long-acting basal insulin. Pharm. Res. 29(8), 2104-2114 (2012).

    2. Hartmann, T., Overhagen, S., Ouwens, D.M., et al. Effect of the long-acting insulin analogues glargine and degludec on cardiomyocyte cell signalling and function. Cardiovasc. Diabetol. 15, 96 (2016).

    3. Tsuneki, H., Yoshida, H., Endo, K., et al. Different impacts of acylated and non-acylated long-acting insulin analogs on neural functions in vitro and in vivo. Diabetes Res. Clin. Pract. 129, 62-72 (2017).

    4. Bataglini, C., Ramos Mariano, I., Azevedo, S.C.F., et al. Insulin degludec and glutamine dipeptide modify glucose homeostasis and liver metabolism in diabetic mice undergoing insulin-induced hypoglycemia. J. Appl. Biomed. 19(4), 210-219 (2021).