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Merck

E7269

Exendin Fragment 9-39

≥95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C149H234N40O47S
CAS Number:
133514-43-9
Molecular Weight:
3369.76
UNSPSC Code:
51111800
NACRES:
NA.32
MDL number:
MFCD00283195

Key Documents

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SMILES string

S(CC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CC(=O)O)CC(C)C)CO)CCCCN)CCC(=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C

InChI

1S/C149H234N40O47S/c1-14-78(10)120(185-139(227)98(62-81-29-16-15-17-30-81)177-136(224)97(61-76(6)7)175-129(217)88(35-24-53-158-149(156)157)172-144(232)119(77(8)9)184-122(210)79(11)164-126(214)90(41-46-114(199)200)168-131(219)91(42-47-115(201)202)169-132(220)92(43-48-116(203)204)170-134(222)94(50-58-237-13)171-130(218)89(40-45-109(153)194)167-127(215)86(33-20-22-51-150)166-140(228)103(72-192)182-137(225)95(59-74(2)3)174-123(211)84(152)64-118(207)208)145(233)173-93(44-49-117(205)206)133(221)178-99(63-82-66-159-85-32-19-18-31-83(82)85)138(226)176-96(60-75(4)5)135(223)165-87(34-21-23-52-151)128(216)179-100(65-110(154)195)124(212)161-67-111(196)160-69-113(198)186-54-25-36-105(186)142(230)183-104(73-193)141(229)181-102(71-191)125(213)162-68-112(197)163-80(12)146(234)188-56-27-38-107(188)148(236)189-57-28-39-108(189)147(235)187-55-26-37-106(187)143(231)180-101(70-190)121(155)209/h15-19,29-32,66,74-80,84,86-108,119-120,159,190-193H,14,20-28,33-65,67-73,150-152H2,1-13H3,(H2,153,194)(H2,154,195)(H2,155,209)(H,160,196)(H,161,212)(H,162,213)(H,163,197)(H,164,214)(H,165,223)(H,166,228)(H,167,215)(H,168,219)(H,169,220)(H,170,222)(H,171,218)(H,172,232)(H,173,233)(H,174,211)(H,175,217)(H,176,226)(H,177,224)(H,178,221)(H,179,216)(H,180,231)(H,181,229)(H,182,225)(H,183,230)(H,184,210)(H,185,227)(H,199,200)(H,201,202)(H,203,204)(H,205,206)(H,207,208)(H4,156,157,158)/t78-,79-,80-,84-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,119-,120-/m0/s1

InChI key

WSEVKKHALHSUMB-MVNVRWBSSA-N

assay

≥95% (HPLC)

form

powder

mol wt

3369.76 g/mol

storage condition

(Keep container tightly closed in a dry and well-ventilated place)

technique(s)

protein expression: suitable

solubility

water: 1.00-1.04 mg/mL, clear, colorless

UniProt accession no.

P01275, P43220

storage temp.

−20°C

Quality Level

200

Gene Information

human ... GCG(2641), GLP1R(2740)

Application

Exendin Fragment 9-39 has been used to study its effect on basal microvascular permeability.It has also been used as a glucagon-like peptide-1 receptor (GLP-1R) antagonist:

  • to study to determine whether Ex-4 a GLP-1R agonist acts through GLP-1R, in mouse skeletal muscle cell line
  • to study its effects on the adaptation of islets in glucose-dependent insulinotropic polypeptide knockout mice
  • to study its in vivo effects on GLP-1 signaling on insulin response in mice

Biochem/physiol Actions

Exendin Fragment 9-39 is an antagonist of glucagon-like peptide-1 (GLP-1) receptor, and also acts as an inhibitor of the glucose-dependent insulinotropic polypeptide (GIP)-receptor binding. It also prevents the production of cAMP by GIP.GLP-1, along with GIP, acts as a physiological incretin.

Other Notes

Lyophilized from 0.1% TFA in H2O

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

E7269-VAR: + E7269-BULK: + E7269-.1MG: + E7269-.1MG-PW:

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Certificates of Analysis (COA)

Lot/Batch Number
098M4858V
127M4810V
067M4821V
085M4776V
055M4846V

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L Baggio et al.
Endocrinology, 141(10), 3703-3709 (2000-10-03)
Glucagon-like peptide-1 (GLP-1) and glucose-dependent insulinotropic peptide (GIP) potentiate glucose-stimulated insulin secretion after enteral nutrient ingestion. We compared the relative incretin and nonincretin actions of GLP-1 and GIP in +/+ and GLP-1R-/- mice using exendin(9-39) and immunopurified anti-GIP receptor antisera
Central glucagon-like peptide-I in the control of feeding.
I Gunn et al.
Biochemical Society transactions, 24(2), 581-584 (1996-05-01)
V A Gault et al.
Diabetologia, 46(2), 222-230 (2003-03-11)
This study examined the biological effects of the GIP receptor antagonist, (Pro3)GIP and the GLP-1 receptor antagonist, exendin(9-39)amide. Cyclic AMP production was assessed in Chinese hamster lung fibroblasts transfected with human GIP or GLP-1 receptors, respectively. In vitro insulin release
Yang Liu et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 97, 1061-1065 (2017-11-16)
In the early stage of diabetic retinopathy, the damage of retinal ganglion cells already exists, promoting the development of the disease. The aim of this study was to investigate the protective role and the mechanisms of obestatin against H RGC-5
C M Edwards et al.
Diabetes, 48(1), 86-93 (1999-01-19)
Glucagon-like peptide 1(7-36) amide (GLP-1) is postulated to be the major physiological incretin in humans, but evidence is indirect. We report the first studies examining the physiological role of GLP-1 in the postprandial state in humans using the GLP-1 antagonist
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