glucagon-like peptide 2-(3-33)   Click here for help

GtoPdb Ligand ID: 1144

Abbreviated name: GLP-2 (3-33)
Comment: Rat GLP-2(3-33) is different from mouse by one residue in position 9 (Asparagine) but different by two residues from human in positions 9 (Asparagine) and 17 (Threonine).

GLP-2(3-33) is the result of N-terminal dipeptide proteolytic cleavage of GLP-2(1-33) by serine protease dipeptidyl peptidase IV. GLP-2(3-33) is able to interact with GLP-2 receptors even though it remains unclear whether GLP-2(3-33) has a biological activity in vivo or may affect the biological activity of GLP-2(1-33) [2].
Species: Rat
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES NCCCCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)CC(=O)O)C(O)C)C(CC)C)NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(C(CC)C)NC(=O)C(NC(=O)C(Cc1c[nH]c2c1cccc2)NC(=O)C(NC(=O)C(C(CC)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(C(CC)C)NC(=O)C(C(O)C)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(CC(=O)O)N)CO)Cc1ccccc1)CO)CC(=O)O)CCC(=O)O)CCSC)CC(=O)N)CC(C)C)CC(=O)O)CC(=O)N)CC(C)C)C)CCCN=C(N)N)CC(=O)O)Cc1ccccc1)CC(=O)N)CC(C)C)CCC(=O)N
Isomeric SMILES CC[C@H](C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@@H](N)CC(=O)O)[C@@H](C)O)[C@@H](C)CC)[C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CC(=O)O)C(=O)O)[C@@H](C)O)[C@@H](C)CC)[C@@H](C)O)[C@@H](C)CC
InChI InChI=1S/C157H244N40O54S/c1-21-73(11)119(148(242)175-90(44-46-108(160)204)133(227)195-124(79(17)201)153(247)173-88(42-33-34-49-158)132(226)190-122(76(14)24-4)151(245)197-125(80(18)202)154(248)188-105(156(250)251)65-118(219)220)191-143(237)95(54-72(9)10)177-137(231)98(57-84-66-167-87-41-32-31-40-85(84)87)180-139(233)100(60-110(162)206)187-149(243)120(74(12)22-2)192-144(238)97(56-83-38-29-26-30-39-83)178-141(235)103(63-116(215)216)183-129(223)89(43-35-50-166-157(164)165)174-152(246)123(78(16)200)194-127(221)77(15)169-134(228)93(52-70(5)6)176-138(232)99(59-109(161)205)182-142(236)104(64-117(217)218)184-135(229)94(53-71(7)8)186-150(244)121(75(13)23-3)193-155(249)126(81(19)203)196-145(239)101(61-111(163)207)181-131(225)92(48-51-252-20)172-130(224)91(45-47-113(209)210)171-140(234)102(62-115(213)214)185-147(241)107(69-199)189-136(230)96(55-82-36-27-25-28-37-82)179-146(240)106(68-198)170-112(208)67-168-128(222)86(159)58-114(211)212/h25-32,36-41,66,70-81,86,88-107,119-126,167,198-203H,21-24,33-35,42-65,67-69,158-159H2,1-20H3,(H2,160,204)(H2,161,205)(H2,162,206)(H2,163,207)(H,168,222)(H,169,228)(H,170,208)(H,171,234)(H,172,224)(H,173,247)(H,174,246)(H,175,242)(H,176,232)(H,177,231)(H,178,235)(H,179,240)(H,180,233)(H,181,225)(H,182,236)(H,183,223)(H,184,229)(H,185,241)(H,186,244)(H,187,243)(H,188,248)(H,189,230)(H,190,226)(H,191,237)(H,192,238)(H,193,249)(H,194,221)(H,195,227)(H,196,239)(H,197,245)(H,209,210)(H,211,212)(H,213,214)(H,215,216)(H,217,218)(H,219,220)(H,250,251)(H4,164,165,166)/t73-,74-,75-,76-,77-,78+,79+,80+,81+,86-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,119-,120-,121-,122-,123-,124-,125-,126-/m0/s1
InChI Key JHPPUNFVXZAAKU-YNDCLQMTSA-N
References
1. Munroe DG, Gupta AK, Kooshesh F, Vyas TB, Rizkalla G, Wang H, Demchyshyn L, Yang ZJ, Kamboj RK, Chen H et al.. (1999)
Prototypic G protein-coupled receptor for the intestinotrophic factor glucagon-like peptide 2.
Proc Natl Acad Sci USA, 96 (4): 1569-73. [PMID:9990065]
2. Thulesen J, Knudsen LB, Hartmann B, Hastrup S, Kissow H, Jeppesen PB, ├śrskov C, Holst JJ, Poulsen SS. (2002)
The truncated metabolite GLP-2 (3-33) interacts with the GLP-2 receptor as a partial agonist.
Regul Pept, 103 (1): 9-15. [PMID:11738243]