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N5266

Sigma-Aldrich

Neurotensin Fragment 8-13 acetate salt

≥97% (HPLC), suitable for ligand binding assays

Synonym(s):

L-arginyl-L-arginyl-L-prolyl-L-tyrosyl-L-isoleucyl-L-leucine

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About This Item

Empirical Formula (Hill Notation):
C38H64N12O8
CAS Number:
Molecular Weight:
816.99
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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Product Name

Neurotensin Fragment 8-13 acetate salt, ≥97% (HPLC)

Quality Level

Assay

≥97% (HPLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white

application(s)

cell analysis

storage temp.

−20°C

SMILES string

CCC(C)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C2CCCN2C(=O)C(CCCNC(N)=N)NC(=O)C(N)CCCNC(N)=N)C(=O)NC(CC(C)C)C(O)=O

InChI

1S/C38H64N12O8/c1-5-22(4)30(34(55)48-28(36(57)58)19-21(2)3)49-32(53)27(20-23-12-14-24(51)15-13-23)47-33(54)29-11-8-18-50(29)35(56)26(10-7-17-45-38(42)43)46-31(52)25(39)9-6-16-44-37(40)41/h12-15,21-22,25-30,51H,5-11,16-20,39H2,1-4H3,(H,46,52)(H,47,54)(H,48,55)(H,49,53)(H,57,58)(H4,40,41,44)(H4,42,43,45)

InChI key

DQDBCHHEIKQPJD-UHFFFAOYSA-N

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Amino Acid Sequence

Arg-Arg-Pro-Tyr-Ile-Leu

Biochem/physiol Actions

Neurotensin Fragment 8-13 acetate salt is the smallest active fragment of neurotensin.

Linkage

Smallest active fragment of neurotensin

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

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Florine Cavelier et al.
Journal of the American Chemical Society, 124(12), 2917-2923 (2002-03-21)
The analogue gamma-(dimethylsila)-proline, denoted silaproline (Sip), was synthesized in both enantiomerically pure forms by diastereoselective alkylation of a chiral glycine equivalent with use of Schöllkopf's bis-lactim ether method. The effect of replacing a proline residue in model peptides by this
P T F Williamson et al.
FEBS letters, 518(1-3), 111-115 (2002-05-09)
A functionally active analogue of neurotensin, neurotensin(8-13), has been observed whilst bound to the agonist-binding site of the rat neurotensin receptor by nuclear magnetic resonance (NMR). Through the application of slow magic angle sample spinning and high-power proton decoupling, sufficient
Eli-Anne B Gjerde et al.
American journal of physiology. Heart and circulatory physiology, 283(3), H933-H940 (2002-08-16)
Injury to soft tissue results in the lowering of interstitial fluid pressure (P(if)), plasma protein extravasation, and increased total tissue volume. In this study, the effects of N-acetyl neurotensin(8-13) [AcNT(8-13)] on P(if) in rat trachea were examined after electrical stimulation
Takaaki Yanai et al.
Bioscience, biotechnology, and biochemistry, 67(2), 380-382 (2003-05-06)
Two peptides that inhibit prolyl endopeptidase were isolated from a red wine made from Cabernet Sauvignon grapes. Their amino acid sequences and IC50 values were Val-Glu-Ile-Pro-Glu (17.0 microM) and Tyr-Pro-Ile-Pro-Phe (87.8 microM). The peptides also suppressed the degradation levels of
Kevin S Orwig et al.
Journal of medicinal chemistry, 52(7), 1803-1813 (2009-03-18)
Neurotensin(8-13) and two related analogues were used as model systems to directly compare various N-terminal peptide modifications representing both commonly used and novel capping groups. Each N-terminal modification prevented aminopeptidase cleavage but surprisingly differed in its ability to inhibit cleavage

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