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E7269

Sigma-Aldrich

Exendin Fragment 9-39

≥95% (HPLC)

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About This Item

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

Quality Level

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.

storage temp.

−20°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

Gene Information

Amino Acid Sequence

Asp-Leu-Ser-Lys-Gln-Met-Glu-Glu-Glu-Ala-Val-Arg-Leu-Phe-Ile-Glu-Trp-Leu-Lys-Asn-Gly-Gly-Pro-Ser-Ser-Gly-Ala-Pro-Pro-Pro-Ser-NH2

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Hannelouise Kissow et al.
Gut, 62(12), 1724-1733 (2012-10-23)
Glucagon-like peptide-2 (GLP-2) has been suggested for the treatment of mucositis, but the peptide has also been shown to accentuate colonic dysplasia in carcinogen-treated mice. Recently, an effect on intestinal growth was discovered for glucagon-like peptide-1 (GLP-1), OBJECTIVE: To determine
Bilal A Omar et al.
Diabetes, 63(1), 101-110 (2013-09-26)
Mice genetically deficient in the glucagon receptor (Gcgr(-/-)) show improved glucose tolerance, insulin sensitivity, and α-cell hyperplasia. In addition, Gcgr(-/-) mice do not develop diabetes after chemical destruction of β-cells. Since fibroblast growth factor 21 (FGF21) has insulin-independent glucose-lowering properties
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
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

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