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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:
60482-95-3
Molecular Weight:
816.99
MDL number:
MFCD00076686
UNSPSC Code:
12352209
PubChem Substance ID:
24897727
NACRES:
NA.26

product name

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Kyle Hadden et al.
Neuropharmacology, 49(8), 1149-1159 (2005-08-13)
Neurotensin (NT) and its active fragment NT(8-13) elicit behavioral responses typical of clinically used antipsychotic drugs when administered directly to the brain. However, limited peptide stability and oral bioavailability have prevented these compounds from being developed as relevant pharmaceuticals. Recently
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
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
Veronique Maes et al.
Journal of medicinal chemistry, 49(5), 1833-1836 (2006-03-03)
Two new 99mTc-labeled neurotensin(8-13) analogues containing the retro-N(alpha)-carboxymethyl-histidine ((N(alpha)His)Ac) chelator were synthesized as potential radiopharmaceuticals for visualization of pancreatic carcinoma. To improve the pharmacokinetic properties, (N(alpha)His)Ac-Arg-NMeArg-Pro-Tyr-Tle-Leu (NT-XII), which is metabolically stabilized at two positions, was further modified. Shikimic acid (3,4,5-trihydroxy-1-cyclohexene-1-carboxylic
Rodrigo Teodoro et al.
Nuclear medicine and biology, 38(1), 113-120 (2011-01-12)
Several strategies on the development of radiopharmaceuticals have been employed. Bifunctional chelators seem to be a promising approach since high radiochemical yields as well as good in vitro and in vivo stability have been achieved. To date, neurotensin analogs have
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