CANADA PEPTIDES

DOSAGE2PACKAGING
10 mg5 vials and 1 vial of diluent
Description Palmitoyl pentapeptide-4 is a matrikine used in anti-wrinkle cosmetics. It is an active ingredient for the personal care industry under the trade name Matrixyl.
Chemical name L-Serine, N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threony l-L-lysyl-
Synonyms 214047-00-4 L-Serine, N2-(1-oxo hexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl- Palmitoyl pentapeptide-3 Palmitoyl Pentapeptide-4 (2S,5S,8S,11S ,14S)-5,14-Bis(4-aminobutyl)-8,11-bis((R)-1-hydroxyethyl)-2-(hydroxymethyl)-4,7,10,13,16-pe ntaoxo-3,6,9,12,15-pentaazahent riaco ntan-1-oic acid
MeSH Entry Terms pal-KTTKS palmitoyl-lysyl-threonyl-threonyl-lysyl-serine
Chemical and physical data
Formula C39H75N7O10
Molecular Weight 802.068 g·mol−1
Appearance Colorless to off-white opalescent gel
Melting point
Boiling point 1120.1±65.0 °C at 760 mmHg
Purity 98.0%
Density 1.1±0.1 g/cm3
Vapour Pressure 0.0±0.6 mmHg at 25°C
Enthalpy of Vaporization 186.3±6.0 kJ/mol
Index of Refraction 1.524
Molar Refractivity 213.8±0.3 cm3
Flash Point 631.2±34.3 °C
Solubility Soluble in water, soluble in alcohol with cloudiness/ Soluble in DMSO
Polar Surface Area 296 Å2
Polarizability 84.8±0.5 10-24cm3
Surface Tension 50.2±3.0 dyne/cm
Molar Volume 699.1±3.0 cm3
Hazard Codes
Identifiers
CAS Number 214047-00-4
IUPAC name (2S)-2-[[(2S)-6-amino – 2-[[(2S,3R)-2-[[(2S,3R)-2-[[(2S)-6- a mino-2-(hexadecanoylamino) hexanoyl] amino]-3-hydroxy butanoyl] amino]-3-hydroxybutanoyl] amino]hexanoyl] amino]-3-hydroxypropanoic acid
Sequence KTTKS
UNII KK181SM5JG
PubChem CID 9897237
ChemSpider ID 8072898
KEGG
CHEBI
ChEMBL
InChI InChI=1S/C 39H75N7O10/c1-4- 5-6-7-8-9-10-11- 12-13-14-15-16-23- 32(50)42-29(21- 17-19-24-40)36(52) 45-34(28(3)49)38(54) 46-33(27(2)48)37 (53)43-30(22-18-20- 25-41)35(51)44 -3 1(26-47)39(55)5 6/h27-31,33-34,47-4 9 H,4-26,40-41 H2,1-3H3,(H,42 ,50)(H,43,53)( H,44,5 1)(H,45,52)( H,46,54)(H,55 ,56)/t27-,28-,2 9+,30+,31+,3 3+,34+/m1/s1
InChIKey WSGCRSMLXFHG RM-DEVHWETNSA-N
DSSTox Substance ID
CompTox Dashboard
Smiles OC[[email protected]@H](C(O)=O ) NC([[email protected]](CC CCN)NC([[email protected] H]([[email protected]]( O)C)NC([[email protected] ]([C @H](O)C )NC([[email protected]](CCCCN) NC(CCCCCCCCCCC CCCC)=O)=O)= O)=O)=O
Canonical SMILES CCCCCCCCCCCCCCCC (=O)NC(CCCC N)C (=O) NC(C(C) O)C(=O) NC(C(C)O)C(=O )NC(CCCCN )C(=O) NC( CO)C(=O)O
Isomeric SMILES CCCCCCCCCCCCCCC C(=O)N[[email protected]@H] (CCCCN )C(=O)N[C @@H]([[email protected]@ H](C)O)C(= O)N[[email protected] @H ]([[email protected]@H ](C)O)C(=O )N[[email protected]@H](CC CCN)C(=O) N[[email protected]@ H](C O)C(=O) O

Important Information

DISCLAIMER

All products listed through CanadaPeptides.co are intended for research purposes only, The information contained in this website is provided “as is” and is for general information purposes only and is not intended for use in food products or as any type of drug and not intended to treat, prevent, mitigate or cure any disease or medical condition and are for research purposes only. This statement has not been evaluated by the FDA. This product is not intended to diagnose, treat, cure, or prevent any disease. These product are NOT for use as food additives, drugs, cosmetic, household chemicals, or other inappropriate applications.

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The listing of a material on this website does not constitute a license to, or a recommendation for its use in infringement of any patent. All of the products will be handled only by qualified and trained individuals. Under NO circumstances shall/should ANY of these materials be used for but not limited to: in vitro diagnostic, foods, drugs, medical devices, cosmetics, commercial purposes, any general consumptive purpose, and animal and/or human use. All customers are ASSUMED to be legal researchers or licensed researchers.

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Research Chemicals and Peptides: Harmful if swallowed. Irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water. During research wear suitable protective clothing and gloves. Keep unprotected persons away. For use only by qualified researchers. Water hazardous. Research in a well ventilated area. Do not breathe dust, vapor, mist or gas. Do not ingest or inhale. Use safety glasses face protection. Disposal must be made according to official regulations. Wash hands after handling. Store in a cool dry place. Usual precautionary measures should be adhered to in handling the chemicals & peptides.

RECOMMENDATIONS FOR SOLUBILIZATION OF PEPTIDES

Start with an appropriate choice of solvent that is both compatible with your experimental procedures and that does not react with or degrade the peptide. The solvent should be dry and degassed.  Since most peptide work is small-scale, it is most practical to buy small volumes of dry solvent, rather than attempting to dry it yourself.  Determine whether the peptide is acidic, basic or neutral and proceed with solubilization using a small amount of the peptide. Acidic and basic peptides are more soluble at neutral pH than acidic pH.

Peptides are acidic when the manufacturing process is complete, due to the presence of trifluoroacetate (TFA) as the counter ion (a result of the cleavage or purification process). Check whether the peptide is supplied as a TFA salt before you start the purification process.

Short non-hydrophobic peptides (less than 5 amino acids) and peptides containing >25% non-clustered, charged residues and <25% hydrophobic residues will typically dissolve in aqueous solutions.

Simply adding water may dissolve basic peptides. If it does not, first try a drop (10-20 µl) of glacial acetic acid and sonicate or vortex. This may be increased up to 30% acetic acid by volume for problematic sequences. Addition of base can also promote oxidation of cysteines to the disulphide so deoxygenated buffers should always be used. For basic peptides with net charge of +1 or greater, an acidic solution will be needed.

Acidic peptides with net charge of -1 or greater should be dissolved in a small amount of basic solvent such as 0.1% ammonium hydroxide or ammonium bicarbonate and diluted to the required stock concentration with water. The exception is peptides containing Cys, as disulphide bonds may form at alkaline pH.

Neutral or hydrophobic peptides with a net charge of zero can sometimes be brought into solution by addition of base, but often a gel forms. Generally this gel will only respond to dilution with higher amounts of distilled, deionized water, along with sonication and vortexing.

Peptides that are >50% hydrophobic may be difficult to dissolve in water alone and should be dissolved in a small amount of organic solvent, for example acetonitrile, methanol, isopropanol, dimethyl suphoxide (DMSO), dimethylformamide (DMF). This should be added drop wise, followed by sonication and vortexing after every drop until the peptide dissolves. The drop wise addition of the organic solvent can also be used for peptides that do not respond to pH adjustment.  Note that some cell culture based assays may not react well to DMSO, so a different solvent should be considered.

Peptides that are >75% hydrophobic are unlikely to dissolve in aqueous solution alone and may require solubilization in a stronger solvent such as TFA or formic acid and at high concentration. The peptide may precipitate out when aqueous buffer is added. These conditions may not be compatible with some cell culture based experiments.

Organic solvents at certain concentrations are incompatible with some biochemical assays. A small amount of DMSO should be compatible with most immunological assays, but avoid DMSO if the peptide contains Methionine, Cysteine or Tryptophan due to sulphoxide or disulphide formation.   These peptides should be prepared using 1,2-ethanediol (EDT) or dithiothreitol (DTT) in order to prevent oxidation.  Oxygen-free water or buffers, or DTT are recommended for solubilizaton.Note, if DMSO solvent is at all wet it will not freeze at -20°C, so freezing at -30°C is recommended.  DMSO is hygroscopic and will adsorb water if subjected to repeated freeze-thaw cycles.  To minimize these issues, buy small volumes of dry DMSO for solubilzation purposes.

Peptides that are prone to aggregation may require strong denaturants (e.g., 6M urea or guanidine hydrochloride), which may then be able to be diluted.

If peptides are to be used in cellular assays, start by making a concentrated stock solution e.g., 5-10 mM, or 5-10mg/ml.  Dilute the peptides into physiological buffer for use, such that the original solvent is present at no more than 0.1% in the final working solution.  Diluted peptide solutions may also be filter-sterilized (0.22mm) if they are to be added to sterile cultures.

STABILITY

Store lyophilized protein at -20 °C. Aliquot the product after reconstitution to avoid repeated freezing/thawing cycles.

Reconstituted protein can be stored at 4 °C for a limited period of time. The lyophilized protein remains stable until the expiry date when stored at -20 °C.

Source: Biosynthesis

USAGE

WARNING! LABORATORY RESEARCH USE ONLY.

For research/laboratory in vitro use

Only Laboratory Reagents

NOT for Human

NOT for Animals

NOT for Diagnostic

STORAGE

We strongly recommend that you follow these guidelines to ensure that substances retain their quality and potency.

Storage of Reconstituted Peptides

ALWAYS allow peptides to come to room temperature before reconstituting with water. This will avoid most cases of peptides becoming cloudy.

Allow peptides to warm to room temperature before opening the vial to prevent condensation of atmospheric moisture onto the peptide, making it easier to handle and weigh. It is recommended to dissolve only the required amount into a buffer. The remainder of the stock should be stored dry at -20°C.

Once the peptides have been mixed or reconstituted into a liquid solution they must be refrigerated at a temperature of between 2-8c. If stored at room temperature they may begin to degrade after as little as 24 hours. Therefore we recommend storing them in the fridge as soon as possible after mixing. Stored in the fridge they will remain potent for around 8 weeks before beginning to degrade. Do not shake peptides aggressively as this can ruin them. Store peptides in sealed containers away from food.

Storage in buffer is not recommended. Peptides in solution are only stable for up to one week when stored at 4°C.

Storage of Lyophilised (freeze-dried) Peptides

The peptides we sell come in a lyophilised, freeze-dried form. Like this, the peptides will remain stable for around 30 days at room temperature. If there not going to be used within this time then they must be stored in a freezer at a temperature of around -20c where they will remain stable for approximately 48 months.
If peptides are to be used frequently, solubilize and aliquot, then store frozen at -20°C to avoid freeze-thaw cycles. Typically the peptide will remain stable for several months.
For short term storage (up to 2 months), freeze at -20°C; for long term storage -80°C is recommended.
Ideally, vials for peptide storage should be high-density, polypropylene tubes, airtight, well-sealed with a screw cap with an O-ring. Avoid storing or making up peptide solutions in polystyrene containers as they adsorb peptide material to their surface.
Peptides containing Cys, Trp or Met are susceptible to oxidation. It is advisable to blanket the peptide with argon or nitrogen when the vial is opened. Buffers used to dissolve these peptides should be degassed. These peptides have limited stability; long-term storage is not recommended.
Hygroscopic peptides containing several charged residues (D, E, K, R, H) may take up water when exposed to air. To prevent this, argon or nitrogen may be used to blanket the peptide when the vial is opened. If inert gases are unavailable, then storage in a desiccator is a viable alternative. Before use, bring samples to room temperature in a desiccator.

Please ensure that your freezer is not ‘frost free’ or ‘auto defrosting’ as constant freeze/thaw cycles will degrade the peptides over time.

Scientific & Educational

DISCLAIMER

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